Page last updated: 2024-12-11

maxacalcitol

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

maxacalcitol: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6398761
CHEMBL ID333950
CHEBI ID31801
SCHEMBL ID2745
MeSH IDM0147510

Synonyms (62)

Synonym
(5z,7e)-(1s,3r)-22-oxa-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
LMST03020060
1alpha,25-dihydroxy-22-oxavitamin d3 / 1alpha,25-dihydroxy-22-oxacholecalciferol
HY-32339
22-oxa-1alpha,25(oh)2d3
gtpl2784
maxacalcitol
mc-1275
oxarol
prezios
22-oxacalcitriol
22-oxa-1,25(oh)2d3
sch-209579
1alpha,25-dihydroxy-22-oxavitamin d3
22-oxa-calcitriol
1,3-cyclohexanediol, 4-methylene-5-(2-(octahydro-1-(1-(3-hydroxy-3-methylbutoxy)ethyl)-7a-methyl-4h-inden-4-ylidene)ethylidene)-, (1s-(1alpha(r*),3abeta,4e(1s*,3r*,5z),7aalpha))-
(1s-(1alpha(r*),3abeta,4e(1s*,3r*,5z),7aalpha))-4-methylene-5-(2-(octahydro-1-(1-(3-hydroxy-3-methylbutoxy)ethyl)-7a-methyl-4h-inden-4-ylidiene)ethylidene-1,3-cyclohexanediol
sch 209579
(+)-(5z,7e,20s)-20-(3-hydroxy-3-methylbutoxy)-9,10-secopregna-5,7,10(19)-triene-1alpha,3beta-diol
22-oxa-1,25-dihydroxyvitamin d3
mc 1275
1,3-cyclohexanediol, 4-methylene-5-((2e)-((1s,3as,7as)-octahydro-1-((1s)-1-(3-hydroxy-3-methylbutoxy)ethyl)-7a-methyl-4h-inden-4-ylidene)ethylidene)-, (1r,3s,5z)-
maxacalcitol [usan]
D01098
103909-75-7
oxarol (tn)
maxacalcitol (jan/usan/inn)
prezios (tn)
maxacalcitriol
CHEMBL333950
AKOS005145563
dtxsid4048648 ,
(1s,3r,5z,7e,14beta,17alpha,20s)-20-(3-hydroxy-3-methylbutoxy)-9,10-secopregna-5,7,10-triene-1,3-diol
n2ujm5nbf6 ,
unii-n2ujm5nbf6
maxacalcitol [usan:inn]
CS-0392
maxacalcitol [inn]
maxacalcitol [mart.]
maxacalcitol [who-dd]
(+)-(5z,7e,20s)-20-(3-hydroxy-3-methylbutoxy)-9,10-secopregna-5,7,10(19)-triene-1.alpha.,3.beta.-diol
(1s-(1.alpha.(r*),3a.beta.,4e(1s*,3r*,5z),7a.alpha.))-4-methylene-5-(2-(octahydro-1-(1-(3-hydroxy-3-methylbutoxy)ethyl)-7a-methyl-4h-inden-4-ylidiene)ethylidene-1,3-cyclohexanediol
maxacalcitol [mi]
maxacalcitol [jan]
DTXXSJZBSTYZKE-ZDQKKZTESA-N
SCHEMBL2745
(+)-(5z,7e)-(1s,3r,20s)-20-(3-hydroxy-3-methylbutyloxy)-9,10-secopregna-5,7,10(19)-triene-1,3-diol
(1r,3s,5z)-4-methylene-5-[(2e)-2-[(1s,3as,7as)-octahydro-1-[(1s)-1-(3-hydroxy-3-methylbutoxy)ethyl]-7a-methyl-4h-inden-4-ylidene]ethylidene]-1,3-cyclohexanediol
22-oxacalcitrol
bdbm50124417
AC-8888
(1r,3s,5z)-5-{2-[(1s,3as,4e,7as)-1-[(1s)-1-(3-hydroxy-3-methylbutoxy)ethyl]-7a-methyl-octahydro-1h-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol
CHEBI:31801
mfcd00871502
Q27083635
AMY38741
EX-A4433
1,3-cyclohexanediol,4-methylene-5-[(2e)-2-[(1s,3as,7as)-octahydro-1-[(1s)-1-(3-hydroxy-3-methylbutoxy)ethyl]-7a-methyl-4h-inden-4-ylidene]ethylidene]-,(1r,3s,5z)-
(5z,7e)-9,10-seco-22-oxacholesta-5,7,10(19)-triene-1a,3?,25-triol
oxacalcitriol
22-oxa-1a,25-dihydroxycholecalciferol
maxacalcitrol

Research Excerpts

Overview

Maxacalcitol (Oxarol) is a derivative of vitamin D compounds. It is applied for the secondary hyperparathyroidism (2 degrees HPT) of hemodialysis (HD) patients as an injection and psoriasis as an ointment.

ExcerptReferenceRelevance
"Maxacalcitol is an active vitamin D3 ointment that is effective in treatment of psoriasis."( Effects of maxacalcitol ointment on skin lesions in patients with psoriasis receiving treatment with adalimumab.
Karakawa, M; Kishimoto, M; Komine, M; Maki, N; Matsumoto, A; Ohtsuki, M; Sugai, J, 2016
)
1.55
"Maxacalcitol (Oxarol) is a derivative of vitamin D compounds applied for the secondary hyperparathyroidism (2 degrees HPT) of hemodialysis (HD) patients as an injection and psoriasis as an ointment. "( [Maxacalcitol, a medicine for secondary hyperparathyroidism (2 degrees HPT)].
Imazeki, I, 2003
)
2.67
"Maxacalcitol is a vitamin D analogue, which is administered intravenously for secondary hyperparathyroidism in dialysis patients as well as calcitriol. "( Prospective comparison of the effects of maxacalcitol and calcitriol in chronic hemodialysis patients with secondary hyperparathyroidism: a multicenter, randomized crossover study.
Akiba, T; Ishiguro, C; Iwamoto, Y; Kawashima, Y; Maekawa, K; Mochizuki, T; Naganuma, S; Suda, A; Tanaka, Y, 2007
)
2.05

Toxicity

ExcerptReferenceRelevance
" No serious adverse effects such as hypoglycemia, liver impairment, or heart failure were observed in any of the patients."( Clinical effectiveness and safety evaluation of long-term pioglitazone treatment for erythropoietin responsiveness and insulin resistance in type 2 diabetic patients on hemodialysis.
Abe, M; Maruyama, N; Maruyama, T; Matsumoto, K; Okada, K; Soma, M, 2010
)
0.36
"Severe adverse effects of ointment application were not observed in the healthy subjects or oMGD patients."( Clinical safety and efficacy of vitamin D3 analog ointment for treatment of obstructive meibomian gland dysfunction.
Arita, R; Ito, M; Kawashima, M; Tsubota, K, 2017
)
0.46
"Topical eyelid application of an analog of the active form of vitamin D3 was found to be safe as well as to improve the condition of patients with oMGD."( Clinical safety and efficacy of vitamin D3 analog ointment for treatment of obstructive meibomian gland dysfunction.
Arita, R; Ito, M; Kawashima, M; Tsubota, K, 2017
)
0.46

Pharmacokinetics

ExcerptReferenceRelevance
" The effects of topically applied dermatologic preparations have routinely been assessed by their pharmacodynamic profiles and their concentrations in the skin correlate well with these profiles."( Cutaneous pharmacokinetics of topically applied maxacalcitol ointment and lotion.
Amagishi, H; Hirata, K; Ikeda, Y; Ishihama, Y; Kondo, K; Tokura, Y; Umemura, K, 2008
)
0.6
"We developed population pharmacokinetic (PK) and pharmacodynamic (PD) models using a modeling and simulation approach."( Maxacalcitol Pharmacokinetic-Pharmacodynamic Modeling and Simulation for Secondary Hyperparathyroidism in Patients Receiving Maintenance Hemodialysis.
Abe, M; Chen, HH; Fukazawa-Shinotsuka, M; Iida, S; Liu, MC; Saito, T; Terao, K; Wang, IT, 2022
)
2.16

Bioavailability

ExcerptReferenceRelevance
" In this study, we assessed the cutaneous bioavailability of topically applied maxacalcitol ointment in vivo by tape stripping."( In vivo assessment of the cutaneous bioavailability of topically applied maxacalcitol.
Hirata, K; Ikeda, Y; Kano, S; Kondo, K; Takahara, J; Umemura, K; Yanagihara, H, 2005
)
0.79
" To predict the clinical efficacy of the lotion, we investigated the cutaneous bioavailability of topically applied lotion and compared this with that of its ointment formulation in healthy subjects."( Cutaneous pharmacokinetics of topically applied maxacalcitol ointment and lotion.
Amagishi, H; Hirata, K; Ikeda, Y; Ishihama, Y; Kondo, K; Tokura, Y; Umemura, K, 2008
)
0.6
"In conclusion, we observed that assessment of cutaneous bioavailability by using tape stripping was reproducible."( Cutaneous pharmacokinetics of topically applied maxacalcitol ointment and lotion.
Amagishi, H; Hirata, K; Ikeda, Y; Ishihama, Y; Kondo, K; Tokura, Y; Umemura, K, 2008
)
0.6

Dosage Studied

ExcerptRelevanceReference
" Whereas the dose-response relations for the effects of both compounds on 24-OHase mRNA were similar, OCT was slightly more potent than 1,25(OH)2D3 in stimulating 24-OHase activity in both tissues."( Induction of vitamin D 24-hydroxylase messenger RNA and activity by 22-oxacalcitriol in mouse kidney and duodenum. Possible role in decrease of plasma 1 alpha,25-dihydroxyvitamin D3.
Akeno, N; Horiuchi, N; Kimura, S; Saikatsu, S, 1994
)
0.29
" Active Ca transport was increased in both spontaneously hypertensive rats (SHR) and in normotensive control WKY rats 5 h after calcitriol dosing of either 60 and 600 ng per rat."( Duodenal calcium binding protein and active calcium transport in rats: are they functionally related?
Aymard, P; Banide, H; Chabanis, S; Drüeke, T; Duchambon, P; Hanrotel, C; Kubrusly, M; Lacour, B, 1994
)
0.29
" These results suggest that OCT is a highly effective drug for the suppression of PTH levels in 2HPT, and is an overall safe drug if the dosage is adjusted for serum Ca and intact-PTH levels."( Long-term effect of 1,25-dihydroxy-22-oxavitamin D(3) on secondary hyperparathyroidism in haemodialysis patients. One-year administration study.
Akiba, T; Akizawa, T; Kurokawa, K; Nishizawa, Y; Ogata, E; Ohashi, Y; Slatopolsky, E; Suzuki, M, 2002
)
0.31
" In this study, the chronopharmacological effect of 22-oxacalcitriol, a newly developed active vitamin D3 analogue with less calcemic activity, was evaluated by a single and repeated dosing of the drug in aged SHRSP."( Chronopharmacology of oxacalcitriol in rat model of osteoporosis.
Fujimura, A; Tsuruoka, S; Wakaumi, M; Yamamoto, H, 2004
)
0.32
" In this study, the chronopharmacological effect of 22-oxacalcitriol (OCT), a newly developed active vitaminD3 analogue with less calcemic activity, was evaluated by a single and repeated dosing of the drug."( Chronopharmacology of oxacalcitriol in 5/6 nephrectomized rats.
Ando, H; Fujimura, A; Ning, W; Nishiki, K; Tsuruoka, S; Wakaumi, M; Yamamoto, H, 2004
)
0.32
"The dose-response relationships and the safety of administering 22-oxacalcitriol (OCT) to patients with secondary hyperparathyroidism (2HPT) under regular three-times-weekly hemodialysis (HD) were evaluated by double-blind parallel group design."( Dose-response study of 22-oxacalcitriol in patients with secondary hyperparathyroidism.
Akiba, T; Akizawa, T; Kurokawa, K; Nishizawa, Y; Ogata, E; Ohashi, Y; Slatopolsky, E; Suzuki, M, 2004
)
0.32
" The objective of the present study was to evaluate the stability of physiological activities of CT and OCT in PD bags and to determine the CT or OCT dosage for intraperitoneal (IP) administration."( Pharmacokinetics of calcitriol and maxacalcitol administered into peritoneal dialysate bags in peritoneal dialysis patients.
Fukui, M; Hamada, C; Hayashi, K; Inaba, M; Io, H; Maeda, K; Ro, Y; Shou, I; Tomino, Y,
)
0.41
"If peritoneal administration of vitamin D derivatives is contemplated, it is important to select the composition of PD bag resins, type of vitamin D analog, and time lag to use when deciding the dosage of injectable vitamin D preparations, such as OCT or CT, for IP administration to PD patients."( Pharmacokinetics of calcitriol and maxacalcitol administered into peritoneal dialysate bags in peritoneal dialysis patients.
Fukui, M; Hamada, C; Hayashi, K; Inaba, M; Io, H; Maeda, K; Ro, Y; Shou, I; Tomino, Y,
)
0.41
" Our findings on the solvent effects of the skin permeability of OCT are thus useful for designing topical drug formulation, especially in aiming for bioequivalent dosage formulas."( Formulation study of topically applied O/W lotion containing vitamin D3 derivative, focusing on skin permeability of the drug.
Harada, S; Horisawa, E; Kano, S; Sugibayashi, K, 2011
)
0.37
"In general, chronotherapy is desirable for a more effective and/or safe dosage regimen."( Chronotherapy of maxacalcitol on skin inflammation induced by topical 12-O-tetradecanoylphorbol-13-acetate in mice.
Ando, H; Fujimura, A; Kumazaki, M; Ushijima, K; Yoshioka, D, 2018
)
0.82
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
organic molecular entityAny molecular entity that contains carbon.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (1)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Vitamin D3 receptorHomo sapiens (human)EC50 (µMol)0.07680.00000.14232.1400AID1251250; AID1251254; AID1309798; AID1309799; AID1309800
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (28)

Processvia Protein(s)Taxonomy
negative regulation of DNA-templated transcriptionVitamin D3 receptorHomo sapiens (human)
negative regulation of transcription by RNA polymerase IIVitamin D3 receptorHomo sapiens (human)
cell morphogenesisVitamin D3 receptorHomo sapiens (human)
skeletal system developmentVitamin D3 receptorHomo sapiens (human)
calcium ion transportVitamin D3 receptorHomo sapiens (human)
intracellular calcium ion homeostasisVitamin D3 receptorHomo sapiens (human)
lactationVitamin D3 receptorHomo sapiens (human)
negative regulation of cell population proliferationVitamin D3 receptorHomo sapiens (human)
positive regulation of gene expressionVitamin D3 receptorHomo sapiens (human)
negative regulation of keratinocyte proliferationVitamin D3 receptorHomo sapiens (human)
positive regulation of vitamin D 24-hydroxylase activityVitamin D3 receptorHomo sapiens (human)
positive regulation of bone mineralizationVitamin D3 receptorHomo sapiens (human)
phosphate ion transmembrane transportVitamin D3 receptorHomo sapiens (human)
bile acid signaling pathwayVitamin D3 receptorHomo sapiens (human)
mRNA transcription by RNA polymerase IIVitamin D3 receptorHomo sapiens (human)
positive regulation of keratinocyte differentiationVitamin D3 receptorHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIVitamin D3 receptorHomo sapiens (human)
decidualizationVitamin D3 receptorHomo sapiens (human)
intestinal absorptionVitamin D3 receptorHomo sapiens (human)
apoptotic process involved in mammary gland involutionVitamin D3 receptorHomo sapiens (human)
positive regulation of apoptotic process involved in mammary gland involutionVitamin D3 receptorHomo sapiens (human)
regulation of calcidiol 1-monooxygenase activityVitamin D3 receptorHomo sapiens (human)
mammary gland branching involved in pregnancyVitamin D3 receptorHomo sapiens (human)
vitamin D receptor signaling pathwayVitamin D3 receptorHomo sapiens (human)
positive regulation of vitamin D receptor signaling pathwayVitamin D3 receptorHomo sapiens (human)
response to bile acidVitamin D3 receptorHomo sapiens (human)
multicellular organism developmentVitamin D3 receptorHomo sapiens (human)
cell differentiationVitamin D3 receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (12)

Processvia Protein(s)Taxonomy
DNA-binding transcription factor activityVitamin D3 receptorHomo sapiens (human)
vitamin D response element bindingVitamin D3 receptorHomo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificVitamin D3 receptorHomo sapiens (human)
DNA bindingVitamin D3 receptorHomo sapiens (human)
nuclear receptor activityVitamin D3 receptorHomo sapiens (human)
protein bindingVitamin D3 receptorHomo sapiens (human)
zinc ion bindingVitamin D3 receptorHomo sapiens (human)
bile acid nuclear receptor activityVitamin D3 receptorHomo sapiens (human)
nuclear retinoid X receptor bindingVitamin D3 receptorHomo sapiens (human)
calcitriol bindingVitamin D3 receptorHomo sapiens (human)
lithocholic acid bindingVitamin D3 receptorHomo sapiens (human)
RNA polymerase II cis-regulatory region sequence-specific DNA bindingVitamin D3 receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
nucleusVitamin D3 receptorHomo sapiens (human)
nucleusVitamin D3 receptorHomo sapiens (human)
nucleoplasmVitamin D3 receptorHomo sapiens (human)
cytosolVitamin D3 receptorHomo sapiens (human)
RNA polymerase II transcription regulator complexVitamin D3 receptorHomo sapiens (human)
chromatinVitamin D3 receptorHomo sapiens (human)
receptor complexVitamin D3 receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (21)

Assay IDTitleYearJournalArticle
AID265898Concentration in skin of percutaneously dosed rat at 3 mg/kg after 4 hrs relative to maxacalcitol2006Bioorganic & medicinal chemistry letters, Jun-15, Volume: 16, Issue:12
Design and evaluation of new antipsoriatic antedrug candidates having 16-en-22-oxa-vitamin D3 structures.
AID265899Clearance in human liver S9 fraction2006Bioorganic & medicinal chemistry letters, Jun-15, Volume: 16, Issue:12
Design and evaluation of new antipsoriatic antedrug candidates having 16-en-22-oxa-vitamin D3 structures.
AID265893Calcemic activity in percutaneously dosed mouse relative to control2006Bioorganic & medicinal chemistry letters, Jun-15, Volume: 16, Issue:12
Design and evaluation of new antipsoriatic antedrug candidates having 16-en-22-oxa-vitamin D3 structures.
AID1309801Antiinflammatory activity in DBA/1 mouse splenocytes assessed as upregulation of LAIR1 level by measuring mean fluorescence intensity at 100 nM by flow cytometry (Rvb = 766 +/- 22 au)2016Journal of medicinal chemistry, 05-26, Volume: 59, Issue:10
Synthesis and Biological Evaluation of Vitamin D3 Metabolite 20S,23S-Dihydroxyvitamin D3 and Its 23R Epimer.
AID216845Binding affinity for human vitamin D binding protein (hDBP) relative to 1,25(OH)2D3 (100)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Synthesis, biological activity, and conformational analysis of four seco-D-15,19-bisnor-1alpha,25-dihydroxyvitamin D analogues, diastereomeric at C17 and C20.
AID217011Binding affinity for porcine intestinal Vitamin D3 receptor (VDR) relative to 1,25(OH)2D3 (100)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Synthesis, biological activity, and conformational analysis of four seco-D-15,19-bisnor-1alpha,25-dihydroxyvitamin D analogues, diastereomeric at C17 and C20.
AID265891Binding affinity to chick VDR2006Bioorganic & medicinal chemistry letters, Jun-15, Volume: 16, Issue:12
Design and evaluation of new antipsoriatic antedrug candidates having 16-en-22-oxa-vitamin D3 structures.
AID1251252Antiinflammatory activity in DBA/1 mouse splenocytes assessed as IFNgamma production at 100 nM after 2 hrs by ELISA (Rvb = 731 +/- 15 pg/ml)2015Journal of medicinal chemistry, Oct-08, Volume: 58, Issue:19
Chemical Synthesis and Biological Activities of 20S,24S/R-Dihydroxyvitamin D3 Epimers and Their 1α-Hydroxyl Derivatives.
AID265892Stability in rat liver microsome relative to maxacalcitol2006Bioorganic & medicinal chemistry letters, Jun-15, Volume: 16, Issue:12
Design and evaluation of new antipsoriatic antedrug candidates having 16-en-22-oxa-vitamin D3 structures.
AID1309798Activation of VDR in human HaCaT cells expressing lentiviral VDRE-luciferase vector assessed as VDRE-mediated transcriptional activity measured after 24 hrs by luciferase transcriptional reporter assay2016Journal of medicinal chemistry, 05-26, Volume: 59, Issue:10
Synthesis and Biological Evaluation of Vitamin D3 Metabolite 20S,23S-Dihydroxyvitamin D3 and Its 23R Epimer.
AID1251254Transactivation of VDR in human Caco2 cells after 24 hrs by luciferase reporter gene assay2015Journal of medicinal chemistry, Oct-08, Volume: 58, Issue:19
Chemical Synthesis and Biological Activities of 20S,24S/R-Dihydroxyvitamin D3 Epimers and Their 1α-Hydroxyl Derivatives.
AID81829In vitro induction of cell differentiation in HL-60 cells relative to 1,25(OH)2D3 (100)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Synthesis, biological activity, and conformational analysis of four seco-D-15,19-bisnor-1alpha,25-dihydroxyvitamin D analogues, diastereomeric at C17 and C20.
AID1251250Transactivation of VDR in human HaCaT cells after 24 hrs by luciferase reporter gene assay2015Journal of medicinal chemistry, Oct-08, Volume: 58, Issue:19
Chemical Synthesis and Biological Activities of 20S,24S/R-Dihydroxyvitamin D3 Epimers and Their 1α-Hydroxyl Derivatives.
AID1309800Activation of VDR in human Jurkat cells expressing lentiviral VDRE-luciferase vector assessed as VDRE-mediated transcriptional activity measured after 24 hrs by luciferase transcriptional reporter assay2016Journal of medicinal chemistry, 05-26, Volume: 59, Issue:10
Synthesis and Biological Evaluation of Vitamin D3 Metabolite 20S,23S-Dihydroxyvitamin D3 and Its 23R Epimer.
AID1251253Upregulation of LAIR-1 expression in DBA/1 mouse splenocytes at 10'-7 M after overnight incubation by flow cytometric analysis (Rvb = 973 +/- 95 No_unit)2015Journal of medicinal chemistry, Oct-08, Volume: 58, Issue:19
Chemical Synthesis and Biological Activities of 20S,24S/R-Dihydroxyvitamin D3 Epimers and Their 1α-Hydroxyl Derivatives.
AID1309799Activation of VDR in human Caco2 cells expressing lentiviral VDRE-luciferase vector assessed as VDRE-mediated transcriptional activity measured after 24 hrs by luciferase transcriptional reporter assay2016Journal of medicinal chemistry, 05-26, Volume: 59, Issue:10
Synthesis and Biological Evaluation of Vitamin D3 Metabolite 20S,23S-Dihydroxyvitamin D3 and Its 23R Epimer.
AID265895Antiproliferative activity against human keratinocyte assessed as inhibition of [3H]TdR uptake relative to calcitriol2006Bioorganic & medicinal chemistry letters, Jun-15, Volume: 16, Issue:12
Design and evaluation of new antipsoriatic antedrug candidates having 16-en-22-oxa-vitamin D3 structures.
AID265894Antiproliferative activity against human keratinocyte assessed as inhibition of [3H]TdR uptake2006Bioorganic & medicinal chemistry letters, Jun-15, Volume: 16, Issue:12
Design and evaluation of new antipsoriatic antedrug candidates having 16-en-22-oxa-vitamin D3 structures.
AID265896Clearance in rat at 10 ug/kg, iv2006Bioorganic & medicinal chemistry letters, Jun-15, Volume: 16, Issue:12
Design and evaluation of new antipsoriatic antedrug candidates having 16-en-22-oxa-vitamin D3 structures.
AID110582Hypercalcemic effect by daily sc injection of compound was measured as serum calcium concentration in vitamin D-replete normal NMRI mice relative to 1,25(OH)2D3 (100)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Synthesis, biological activity, and conformational analysis of four seco-D-15,19-bisnor-1alpha,25-dihydroxyvitamin D analogues, diastereomeric at C17 and C20.
AID1346762Rat Vitamin D receptor (1I. Vitamin D receptor-like receptors)1993Bone, , Volume: 14, Issue:1
Effects of two new vitamin D3 derivatives, 22-oxa-1 alpha-25-dihydroxyvitamin D3 (OCT) and 2 beta-(3-hydroxypropoxy)-1 alpha, 25-dihydroxyvitamin D3 (ED-71), on bone metabolism in organ culture.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (257)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (1.56)18.7374
1990's88 (34.24)18.2507
2000's103 (40.08)29.6817
2010's53 (20.62)24.3611
2020's9 (3.50)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 37.08

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index37.08 (24.57)
Research Supply Index5.72 (2.92)
Research Growth Index6.06 (4.65)
Search Engine Demand Index53.49 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (37.08)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials35 (12.96%)5.53%
Reviews20 (7.41%)6.00%
Case Studies28 (10.37%)4.05%
Observational0 (0.00%)0.25%
Other187 (69.26%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Clinical Trials (3)

Trial Overview

TrialPhaseEnrollmentStudy TypeStart DateStatus
Comparison of Efficacy and Safety of Paricalcitol Injection With Maxacalcitol Injection in Adult Japanese Chronic Kidney Disease Subjects Receiving Hemodialysis With Secondary Hyperparathyroidism [NCT01341782]Phase 3255 participants (Actual)Interventional2011-05-31Completed
Phase II, Open Study, Exploratory Examination of Efficacy and Safety of Paricalcitol Injection and Maxacalcitol Injection in Chronic Kidney Disease Subjects Receiving Hemodialysis With Secondary Hyperparathyroidism [NCT00990704]Phase 247 participants (Actual)Interventional2009-10-31Completed
Late Phase 2 Study of Paricalcitol Injection: Dose-response Study of Paricalcitol Injection in Chronic Kidney Disease Subjects Receiving Hemodialysis With Secondary Hyperparathyroidism (Examination of Initial Dose and Incremental Dose) [NCT00667576]Phase 2153 participants (Actual)Interventional2008-04-30Completed
[information is prepared from clinicaltrials.gov, extracted Sep-2024]

Trial Outcomes

TrialOutcome
NCT00667576 (8) [back to overview]Duration of 2 Consecutive Decreases of ≥ 50% From Baseline in Intact Parathyroid Hormone (iPTH) Values
NCT00667576 (8) [back to overview]Duration of 2 Consecutive Intact Parathyroid Hormone (iPTH) Values ≤ 180 pg/mL
NCT00667576 (8) [back to overview]Mean Change From Baseline in Intact Parathyroid Hormone (iPTH) Level
NCT00667576 (8) [back to overview]Percentage of Subjects With ≥ 50% Decrease From Baseline in Intact Parathyroid Hormone (iPTH) Serum Level
NCT00667576 (8) [back to overview]Percentage of Subjects With 2 or More Decreases of ≥ 50% From Baseline in Intact Parathyroid Hormone (iPTH) Level
NCT00667576 (8) [back to overview]Percentage of Subjects With Hypercalcemia
NCT00667576 (8) [back to overview]Percentage of Subjects With Hyperphosphatemia
NCT00667576 (8) [back to overview]Percentage of Subjects With Intact Parathyroid Hormone (iPTH) ≤ 180 Picograms/Milliliter (pg/mL)
NCT00990704 (8) [back to overview]Mean Change in iPTH From Baseline to the Average iPTH Obtained in the Last 3 Weeks
NCT00990704 (8) [back to overview]Number of Occurrences of iPTH Control, Defined as >=50% Reduction in iPTH From Baseline
NCT00990704 (8) [back to overview]Number of Occurrences of iPTH Control, Defined as Within the Target Range of 60-180 pg/mL of iPTH
NCT00990704 (8) [back to overview]Percentage of Participants With a >= 50% Reduction in iPTH From Baseline to the Average iPTH Obtained in the Last 3 Weeks and Without Hypercalcemia During Treatment
NCT00990704 (8) [back to overview]Percentage of Participants With iPTH Within the Target Range of 60-180 pg/mL Based on the Average iPTH Obtained in the Last 3 Weeks of the Study and Without Hypercalcemia Anytime During Treatment
NCT00990704 (8) [back to overview]The Percentage of Participants With a >=50% Reduction in Intact Parathyroid Hormone (iPTH) From Baseline Compared to the Average iPTH Obtained in the Last 3 Weeks.
NCT00990704 (8) [back to overview]The Percentage of Participants With iPTH Within Target Range of 60-180 pg/mL, Based on the Average iPTH Obtained in the Last 3 Weeks
NCT00990704 (8) [back to overview]Mean iPTH at Each Visit
NCT01341782 (6) [back to overview]Number of Visits at Which Participants Achieved iPTH Control in the Target Range of 60 to 180 pg/mL
NCT01341782 (6) [back to overview]Number of Visits at Which Participants Achieved iPTH Control With ≥ 50% Reduction in Intact Parathyroid Hormone (iPTH) From Baseline
NCT01341782 (6) [back to overview]Percentage of Participants With ≥ 50% Reduction in Intact Parathyroid Hormone (iPTH) From Baseline
NCT01341782 (6) [back to overview]Percentage of Participants With ≥ 50% Reduction in Intact Parathyroid Hormone (iPTH) From Baseline and With No Hypercalcemia
NCT01341782 (6) [back to overview]Percentage of Participants With Target Intact Parathyroid Hormone (iPTH)
NCT01341782 (6) [back to overview]Percentage of Participants With Target Intact Parathyroid Hormone (iPTH) and Without Hypercalcemia

Duration of 2 Consecutive Decreases of ≥ 50% From Baseline in Intact Parathyroid Hormone (iPTH) Values

(NCT00667576)
Timeframe: Through Week 13

Interventiondays (Mean)
Paricalcitol 2 µg ± 1 µg23.8
Paricalcitol 2 µg ± 2 µg27.7
Paricalcitol 4 µg ± 1 µg29.0
Paricalcitol 4 µg ± 2 µg25.2
Maxacalcitol 5 or 10 µg ± 2.5 µg10.9

[back to top]

Duration of 2 Consecutive Intact Parathyroid Hormone (iPTH) Values ≤ 180 pg/mL

(NCT00667576)
Timeframe: Through Week 13

Interventiondays (Mean)
Paricalcitol 2 µg ± 1 µg22.0
Paricalcitol 2 µg ± 2 µg26.1
Paricalcitol 4 µg ± 1 µg19.7
Paricalcitol 4 µg ± 2 µg17.2
Maxacalcitol 5 or 10 µg ± 2.5 µg3.1

[back to top]

Mean Change From Baseline in Intact Parathyroid Hormone (iPTH) Level

(NCT00667576)
Timeframe: Baseline to Week 13 (Final Visit)

Interventionpg/mL (Mean)
Paricalcitol 2 µg ± 1 µg-233.2
Paricalcitol 2 µg ± 2 µg-260.8
Paricalcitol 4 µg ± 1 µg-178.2
Paricalcitol 4 µg ± 2 µg-211.7
Maxacalcitol 5 or 10 µg ± 2.5 µg-236.6

[back to top]

Percentage of Subjects With ≥ 50% Decrease From Baseline in Intact Parathyroid Hormone (iPTH) Serum Level

(NCT00667576)
Timeframe: Baseline to Week 13 (Final Visit)

InterventionPercentage of participants (Number)
Paricalcitol 2 µg ± 1 µg53.3
Paricalcitol 2 µg ± 2 µg41.9
Paricalcitol 4 µg ± 1 µg38.7
Paricalcitol 4 µg ± 2 µg56.7
Maxacalcitol 5 or 10 µg ± 2.5 µg43.3

[back to top]

Percentage of Subjects With 2 or More Decreases of ≥ 50% From Baseline in Intact Parathyroid Hormone (iPTH) Level

(NCT00667576)
Timeframe: Through Week 13

InterventionPercentage of participants (Number)
Paricalcitol 2 µg ± 1 µg90.0
Paricalcitol 2 µg ± 2 µg100
Paricalcitol 4 µg ± 1 µg90.3
Paricalcitol 4 µg ± 2 µg90.0
Maxacalcitol 5 or 10 µg ± 2.5 µg93.3

[back to top]

Percentage of Subjects With Hypercalcemia

Hypercalcemia was defined as at least 1 adjusted calcium value > 11.5 mg/dL or at least 2 consecutive adjusted calcium values ≥ 11.0 mg/dL (NCT00667576)
Timeframe: Through Week 13

InterventionPercentage of participants (Number)
Paricalcitol 2 µg ± 1 µg30.0
Paricalcitol 2 µg ± 2 µg48.4
Paricalcitol 4 µg ± 1 µg45.2
Paricalcitol 4 µg ± 2 µg58.1
Maxacalcitol 5 or 10 µg ± 2.5 µg30.0

[back to top]

Percentage of Subjects With Hyperphosphatemia

Hyperphosphatemia was defined as at least 2 consecutive phosphorus values ≥ 7.0 mg/dL (NCT00667576)
Timeframe: Through Week 13

InterventionPercentage of participants (Number)
Paricalcitol 2 µg ± 1 µg10.0
Paricalcitol 2 µg ± 2 µg9.7
Paricalcitol 4 µg ± 1 µg9.7
Paricalcitol 4 µg ± 2 µg19.4
Maxacalcitol 5 or 10 µg ± 2.5 µg13.3

[back to top]

Percentage of Subjects With Intact Parathyroid Hormone (iPTH) ≤ 180 Picograms/Milliliter (pg/mL)

(NCT00667576)
Timeframe: Baseline to Week 13 (Final Visit)

InterventionPercentage of participants (Number)
Paricalcitol 2 µg ± 1 µg36.7
Paricalcitol 2 µg ± 2 µg32.3
Paricalcitol 4 µg ± 1 µg32.3
Paricalcitol 4 µg ± 2 µg36.7
Maxacalcitol 5 or 10 µg ± 2.5 µg33.3

[back to top]

Mean Change in iPTH From Baseline to the Average iPTH Obtained in the Last 3 Weeks

(NCT00990704)
Timeframe: Baseline and the last 3 weeks (Weeks 11, 12, and 13)

Interventionpg/mL (Mean)
Paricalcitol-208.4
Maxacalcitol-240.4

[back to top]

Number of Occurrences of iPTH Control, Defined as >=50% Reduction in iPTH From Baseline

(NCT00990704)
Timeframe: Over the 12-week treatment period

InterventionOccurrences per participant (Mean)
Paricalcitol3.4
Maxacalcitol4.8

[back to top]

Number of Occurrences of iPTH Control, Defined as Within the Target Range of 60-180 pg/mL of iPTH

(NCT00990704)
Timeframe: Over the 12-week treatment period

InterventionOccurrences per participant (Mean)
Paricalcitol2.3
Maxacalcitol2.7

[back to top]

Percentage of Participants With a >= 50% Reduction in iPTH From Baseline to the Average iPTH Obtained in the Last 3 Weeks and Without Hypercalcemia During Treatment

Hypercalcemia was defined as at least 1 corrected calcium > 11.5 mg/dL or at least 2 consecutive corrected calcium >= 11.0 mg/dL. (NCT00990704)
Timeframe: Baseline and the last 3 weeks (Weeks 11, 12, and 13) for iPTH and anytime during the 12-week treatment period for hypercalcemia

InterventionPercentage of participants (Number)
Paricalcitol50.0
Maxacalcitol33.3

[back to top]

Percentage of Participants With iPTH Within the Target Range of 60-180 pg/mL Based on the Average iPTH Obtained in the Last 3 Weeks of the Study and Without Hypercalcemia Anytime During Treatment

Hypercalcemia was defined as at least 1 corrected calcium > 11.5 mg/dL or at least 2 consecutive corrected calcium >= 11.0 mg/dL. (NCT00990704)
Timeframe: Baseline and the last 3 weeks (Weeks 11, 12, and 13) for iPTH and anytime during the 12-week treatment period for hypercalcemia

InterventionPercentage of participants (Number)
Paricalcitol28.6
Maxacalcitol12.1

[back to top]

The Percentage of Participants With a >=50% Reduction in Intact Parathyroid Hormone (iPTH) From Baseline Compared to the Average iPTH Obtained in the Last 3 Weeks.

(NCT00990704)
Timeframe: Baseline and the last 3 weeks (Weeks 11, 12, and 13)

InterventionPercentage of participants (Number)
Paricalcitol50.0
Maxacalcitol36.4

[back to top]

The Percentage of Participants With iPTH Within Target Range of 60-180 pg/mL, Based on the Average iPTH Obtained in the Last 3 Weeks

(NCT00990704)
Timeframe: During the last 3 weeks (Weeks 11, 12, and 13)

InterventionPercentage of participants (Number)
Paricalcitol28.6
Maxacalcitol15.2

[back to top]

Mean iPTH at Each Visit

(NCT00990704)
Timeframe: Screening (up to 2 weeks before Baseline) to Week 13

,
Interventionpg/mL (Mean)
Screening (up to 2 weeks before Baseline)Baseline (Week 1)Week 2Week 3Week 4Week 5Week 6Week 7Week 8Week 9Week 10Week 11Week 12Week 13
Maxacalcitol536.4595.9474.8381.8310.2279.7262.3292.8315.1358.8361.2345.1341.6326.4
Paricalcitol462.7507.6479.2474.4401.3373.2304.8282.2256.9275.9312.6279.6291.5293.0

[back to top]

Number of Visits at Which Participants Achieved iPTH Control in the Target Range of 60 to 180 pg/mL

iPTH control was defined as being within the target range of 60 to 180 pg/mL. iPTH was measured before the first dialysis session of the week, once a week during the treatment phase and analyzed by the central laboratory. (NCT01341782)
Timeframe: Weeks 2 to 13

Interventionvisits (Mean)
Paricalcitol2.6
Maxacalcitol3.4

[back to top]

Number of Visits at Which Participants Achieved iPTH Control With ≥ 50% Reduction in Intact Parathyroid Hormone (iPTH) From Baseline

iPTH control was defined as a ≥ 50% reduction from baseline. iPTH was measured before the first dialysis session of the week, each week during the treatment phase and analyzed by the central laboratory. (NCT01341782)
Timeframe: Weeks 2 to 13

Interventionvisits (Mean)
Paricalcitol3.9
Maxacalcitol5.3

[back to top]

Percentage of Participants With ≥ 50% Reduction in Intact Parathyroid Hormone (iPTH) From Baseline

The percentage of participants with a greater than or equal to 50% reduction in intact parathyroid hormone (iPTH) from baseline to the average of the last 3 weeks of treatment. iPTH was measured before the first dialysis session of each week and analyzed by the central laboratory. (NCT01341782)
Timeframe: Baseline to the last three weeks of treatment (Weeks 11, 12, and 13)

Interventionpercentage of participants (Number)
Paricalcitol44.9
Maxacalcitol50.8

[back to top]

Percentage of Participants With ≥ 50% Reduction in Intact Parathyroid Hormone (iPTH) From Baseline and With No Hypercalcemia

The percentage of participants with greater than or equal to 50% reduction in intact parathyroid hormone (iPTH) from baseline to the average of the last 3 weeks of treatment and with no hypercalcemia during the treatment phase. iPTH was measured before the first dialysis session of each week and analyzed by the central laboratory. Hypercalcemia was defined as at least 1 corrected calcium value > 11.0 mg/dL or at least 2 corrected calcium values ≥ 10.5 mg/dL. (NCT01341782)
Timeframe: Baseline to the last three weeks of treatment (Weeks 11, 12, and 13) for iPTH. Calcium measured throughout the study (Weeks 1-13).

Interventionpercentage of participants (Number)
Paricalcitol34.6
Maxacalcitol39.1

[back to top]

Percentage of Participants With Target Intact Parathyroid Hormone (iPTH)

The target iPTH range was 60-180 pg/mL, based on the average of the last 3 weeks of treatment. iPTH was measured before the first dialysis session of each week and analyzed by the central laboratory. (NCT01341782)
Timeframe: The last three weeks of treatment (Weeks 11, 12, and 13)

Interventionpercentage of participants (Number)
Paricalcitol31.5
Maxacalcitol32.8

[back to top]

Percentage of Participants With Target Intact Parathyroid Hormone (iPTH) and Without Hypercalcemia

The target iPTH range was 60-180 pg/mL, based on the average of the last 3 weeks of treatment, and with no hypercalcemia during the treatment phase. Hypercalcemia was defined as at least 1 corrected calcium value > 11.0 mg/dL or at least 2 corrected calcium values ≥ 10.5 mg/dL. iPTH was measured before the first dialysis session of each week and analyzed by the central laboratory. (NCT01341782)
Timeframe: iPTH measured during the last three weeks of treatment (Weeks 11, 12, and 13). Calcium measured throughout the study (Weeks 1-13).

Interventionpercentage of participants (Number)
Paricalcitol27.7
Maxacalcitol30.5

[back to top]