Page last updated: 2024-11-08

alpha-hydroxyalprazolam

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

Description

alpha-hydroxyalprazolam: alprazolam metabolite; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID162244
CHEMBL ID3246317
CHEBI ID192657
SCHEMBL ID5348016
MeSH IDM0100942

Synonyms (38)

Synonym
4h-(1,2,4)triazolo(4,3-a)(1,4)benzodiazepine-1-methanol, 8-chloro-6-phenyl-
alpha-hydroxyalprazolam
alpha-hydroxyalprazolam, powder, >=98% (tlc)
37115-43-8
(8-chloro-6-phenyl-4h-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-1-yl)methanol
CHEBI:192657
v7j2z5y50u ,
unii-v7j2z5y50u
4h-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine-1-methanol,8-chloro-6-phenyl-
CHEMBL3246317
SCHEMBL5348016
6-phenyl-8-chloro-4h-s-triazolo[4,3-a][1,4]benzodiazepine-1-methanol
cp.
1-(hydroxymethyl)-8-chloro-6-phenyl-4h-s-triazolo[4,3-a][1,4]benzodiazepine
6-phenyl-8-chloro-4-h-s-triazolo[4,3-a][1,4]benzodiazepine-1-methanol
6-phenyl-8-chloro-4h-s-triazolo [4,3-a][1,4]benzodiazepine-1-methanol
8-chloro-1-(hydroxymethyl)-6-phenyl-4h-s-triazolo[4,3-a][1,4]benzodiazepine
6-phenyl-8-chloro-4h-s-triazolo [ 4,3-a][1,4]benzodiazepine-1-methanol
.alpha.-hydroxy-alprazolam
{12-chloro-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),3,5,8,11,13-hexaen-3-yl}methanol
beta-hydroxyalprazolam
.alpha.-hydroxyalprazolam
alpha-hydroxyalprazolam [nflis-drug]
1'-hydroxyalprazolam
1-hydroxyalprazolam
u-40125
8-chloro-6-phenyl-4h-(1,2,4)triazolo(4,3-a)(1,4)benzodiazepine-1-methanol
6-phenyl-8-chloro-4h-s-triazolo(4,3-a)benzodiazepine-1-methanol
DTXSID60190613
AKOS030242019
alprazolam-m alpha-hydroxy
alpha-hydroxyalprazolam; -[1,2,4]triazolo[4,3-a][1,4]benzodiazepine-1-methanol, 8-chloro-6-phenyl-; 1-hydroxyalprazolam; 1'-hydroxyalprazolam; 6-phenyl-8-chloro-4h-s-triazolo[4,3-a]benzodiazepine-1-methanol; u 40125
alpha-hydroxyalprazolam 1.0 mg/ml in methanol
alpha-hydroxyalprazolam 0.1 mg/ml in methanol
Q27291633
?-hydroxy alprazolam
alpha-hydroxyalprazolam, 0.1mg/ml in methanol
alpha-hydroxyalprazolam, 1mg/ml in methanol

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" There was also a tendency for a later Tmax and a longer elimination half-life in CAPD patients than in normal subjects or HD patients."( Alprazolam in end-stage renal disease: I. Pharmacokinetics.
Kroboth, PD; Piraino, B; Schmith, VD; Smith, RB, 1991
)
0.28
"(1) To determine the pharmacokinetic parameters of alprazolam and its two metabolites in plasma from healthy volunteers; (2) to identify a suitable single time point to take a plasma sample for CYP3A phenotyping."( Alprazolam as a probe for CYP3A using a single blood sample: pharmacokinetics of parent drug, and of alpha- and 4-hydroxy metabolites in healthy subjects.
Allqvist, A; Bertilsson, L; Gustafsson, LL; Mirghani, RA; Svensson, JO; Wennerholm, A, 2005
)
0.33
"The objective of this study was to evaluate the pharmacokinetic properties and physiologic effects of a single oral dose of alprazolam in horses."( Pharmacokinetics and physiologic effects of alprazolam after a single oral dose in healthy mares.
Alcott, CJ; Coetzee, JF; Davis, JL; Galow-Kersh, NL; Hepworth-Warren, KL; Rice, S; Wong, DM, 2015
)
0.42

Dosage Studied

ExcerptRelevanceReference
" If confirmed, this could have major implications for drug dosing in persistently inflamed patients."( Metabolism of alprazolam (a marker of CYP3A4) in hemodialysis patients with persistent inflammation.
Bertilsson, L; Carrero, JJ; Diczfalusy, U; Heimbürger, O; Lindholm, B; Molanaei, H; Odar-Cederlöf, I; Qureshi, AR; Stenvinkel, P, 2012
)
0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
triazolobenzodiazepineAny organic heterotricyclic compound that is any benzodiazepine which is ortho-fused with a triazole.
[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]

Bioassays (21)

Assay IDTitleYearJournalArticle
AID1136393Anticonvulsant activity in ip dosed albino CF-1 mouse assessed as inhibition of thiosemicarbazide-induced seizures1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Pharmacology of some metabolites of triazolam, alprazolam, and diazepam prepared by a simple, one-step oxidation of benzodiazepines.
AID1137416Inhibition of amphetamine aggregation toxicity in ip dosed albino CF1 mouse compound administered 1 hr prior to challenge measured after 2 hrs1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
6-Aryl-4H-s-triazolo[4,3-a][1,4]benzodiazepines. Influence of 1-substitution on pharmacological activity.
AID1137414Antidepressant activity in ip dosed albino CF1 mouse assessed as potentiation of gamma-butyrolactone-induced sleep1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
6-Aryl-4H-s-triazolo[4,3-a][1,4]benzodiazepines. Influence of 1-substitution on pharmacological activity.
AID1137410Anticonvulsant activity in ip dosed albino CF1 mouse assessed as protection against pentylenetetrazole-induced clonic convulsions1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
6-Aryl-4H-s-triazolo[4,3-a][1,4]benzodiazepines. Influence of 1-substitution on pharmacological activity.
AID1136397Anxiolytic activity in ip dosed albino CF-1 mouse under hypoxic stress1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Pharmacology of some metabolites of triazolam, alprazolam, and diazepam prepared by a simple, one-step oxidation of benzodiazepines.
AID1136396Antidepressant activity in ip dosed albino CF-1 mouse assessed as inhibition of ethanol-induced response1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Pharmacology of some metabolites of triazolam, alprazolam, and diazepam prepared by a simple, one-step oxidation of benzodiazepines.
AID1137417Potentiation of yohimbine toxicity in ip dosed aggregated albino CF1 mouse1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
6-Aryl-4H-s-triazolo[4,3-a][1,4]benzodiazepines. Influence of 1-substitution on pharmacological activity.
AID1137413Anticonvulsant activity in ip dosed albino CF1 mouse assessed as inhibition of bicucullin-induced tonic extensor convulsions1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
6-Aryl-4H-s-triazolo[4,3-a][1,4]benzodiazepines. Influence of 1-substitution on pharmacological activity.
AID1136387Effect on motor activity in ip dosed albino CF-1 mouse by traction test1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Pharmacology of some metabolites of triazolam, alprazolam, and diazepam prepared by a simple, one-step oxidation of benzodiazepines.
AID1137411Hypothermic activity in ip dosed albino CF1 mouse assessed as effect on body temperature measured after 45 mins1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
6-Aryl-4H-s-triazolo[4,3-a][1,4]benzodiazepines. Influence of 1-substitution on pharmacological activity.
AID1136388Effect on motor activity in ip dosed albino CF-1 mouse by chimney test1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Pharmacology of some metabolites of triazolam, alprazolam, and diazepam prepared by a simple, one-step oxidation of benzodiazepines.
AID1136392Anticonvulsant activity in ip dosed albino CF-1 mouse assessed as inhibition of pentylenetetrazole-induced seizures1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Pharmacology of some metabolites of triazolam, alprazolam, and diazepam prepared by a simple, one-step oxidation of benzodiazepines.
AID1136394Anticonvulsant activity in ip dosed albino CF-1 mouse assessed as inhibition of strychnine-induced seizures1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Pharmacology of some metabolites of triazolam, alprazolam, and diazepam prepared by a simple, one-step oxidation of benzodiazepines.
AID1136395Anticonvulsant activity in ip dosed albino CF-1 mouse assessed as inhibition of maximal electric shock-induced seizures1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Pharmacology of some metabolites of triazolam, alprazolam, and diazepam prepared by a simple, one-step oxidation of benzodiazepines.
AID1137418Inhibition of oxotremorine-induced hypothermia in ip dosed albino CF1 mouse1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
6-Aryl-4H-s-triazolo[4,3-a][1,4]benzodiazepines. Influence of 1-substitution on pharmacological activity.
AID1137419Potentiation of apomorphine-induced gnawing in ip dosed albino CF1 mouse1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
6-Aryl-4H-s-triazolo[4,3-a][1,4]benzodiazepines. Influence of 1-substitution on pharmacological activity.
AID1136389Effect on motor activity in ip dosed albino CF-1 mouse by dish test1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Pharmacology of some metabolites of triazolam, alprazolam, and diazepam prepared by a simple, one-step oxidation of benzodiazepines.
AID1136390Effect on motor activity in ip dosed albino CF-1 mouse by pedestal test1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Pharmacology of some metabolites of triazolam, alprazolam, and diazepam prepared by a simple, one-step oxidation of benzodiazepines.
AID1137415Reduction of hypoxic stress in ip dosed albino CF1 mouse assessed as prolongation of hypoxic survival time1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
6-Aryl-4H-s-triazolo[4,3-a][1,4]benzodiazepines. Influence of 1-substitution on pharmacological activity.
AID1136391Anticonvulsant activity in ip dosed albino CF-1 mouse assessed as inhibition of nicotine-induced seizures1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Pharmacology of some metabolites of triazolam, alprazolam, and diazepam prepared by a simple, one-step oxidation of benzodiazepines.
AID1137412Inhibition of apomorphine-induced cage climbing in ip dosed albino CF1 mouse compound administered prior to challenge measured for 5 mins after 5 mins of challenge1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
6-Aryl-4H-s-triazolo[4,3-a][1,4]benzodiazepines. Influence of 1-substitution on pharmacological activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (23)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (17.39)18.7374
1990's3 (13.04)18.2507
2000's5 (21.74)29.6817
2010's8 (34.78)24.3611
2020's3 (13.04)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 44.31

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 Index44.31 (24.57)
Research Supply Index3.40 (2.92)
Research Growth Index4.74 (4.65)
Search Engine Demand Index62.87 (26.88)
Search Engine Supply Index1.98 (0.95)

This Compound (44.31)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials3 (11.54%)5.53%
Reviews0 (0.00%)6.00%
Case Studies2 (7.69%)4.05%
Observational0 (0.00%)0.25%
Other21 (80.77%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]