Page last updated: 2024-11-08

menogaril

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

Description

Menogaril: A semisynthetic anthracycline with the amino sugar on the D ring. It displays broad-spectrum antineoplastic activity against a variety of tumors. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID320697
SCHEMBL ID1651790
MeSH IDM0026248

Synonyms (10)

Synonym
71628-96-1
menogaril
dimethylamino-pentahydroxy-methoxy-dimethyl-[?]dione
2,6-epoxy-2h-naphthaceno[1,2-b]oxocin-9,16-dione, 4-(dimethylamino)-3,4,5,6,11,12,13,14-octahydro-3,5,8,10,13-pentahydroxy-11-methoxy-6,13-dimethyl-, (2r,3s,4r,5r,6r,11r,13r)-
NSC269148 ,
7-o-methylnogarol
SCHEMBL1651790
7-0-methylnogarol
LWYJUZBXGAFFLP-FEMZJCMLSA-N
(10s,12r,22s,23r,24r)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-20,25-dioxahexacyclo[19.3.1.02,19.05,18.07,16.09,14]pentacosa-2,4,7(16),8,14,18-hexaene-6,17-dione

Research Excerpts

Overview

Menogaril is a semisynthetic anthracycline that is less cardiotoxic than doxorubicin in a preclinical model. It is an antitumor agent active after oral administration, and unlike other anth racyclines, extravasation cannot occur.

ExcerptReferenceRelevance
"Menogaril is an antitumor agent different from other anthracyclines in being active after oral administration. "( Antitumor activity of menogaril alone, and in combination against human mammary cancer models in mice and rats.
Fujioka, A; Kobunai, T; Nakano, K; Saito, H; Takeda, S; Toko, T; Unemi, N; Yoshida, M,
)
1.89
"Menogaril is an antitumor agent different from other anthracyclines in that it is active after oral administration; therefore, extravasation is not a side effect. "( Activity of menogaril against various malignant lymphoma cell lines and a human lymphoma xenograft in mice.
Fujioka, A; Nakano, K; Takeda, S; Toko, T; Unemi, N; Yoshida, M; Yuasa, C,
)
1.95
"Menogaril is an antitumor agent active after oral administration, and unlike other anthracyclines, extravasation cannot occur. "( Prediction of the optimum clinical dosing schedule for menogaril from results with tumor-bearing mice.
Kobunai, T; Nakano, K; Saito, H; Takeda, S; Toko, T; Unemi, N; Yoshida, M,
)
1.82
"Menogaril is a semisynthetic anthracycline with relative lack of cardiotoxicity. "( Phase II trial of menogaril in patients with previously treated multiple myeloma or chronic lymphocytic leukemia.
Benson, AB; Blough, R; Kilton, L; Kucuk, O; Wade, JL, 2000
)
2.08
"Menogaril is a semisynthetic anthracycline that is less cardiotoxic than doxorubicin in a preclinical model. "( Phase II evaluation of menogaril in advanced prostate cancer: Eastern Cooperative Oncology Group EST P-A885.
Carbone, P; Citrin, DL; Hudes, GR; Khandekar, JD; Manola, J; Obasaju, C; Trump, DL, 2001
)
2.06
"Menogaril is a new semisynthetic anthracycline agent derived from the antitumor antibiotic Nogalomycin. "( Menogaril in the treatment of malignant mesothelioma: a phase II study.
Hudis, CA; Kelsen, DP, 1992
)
3.17
"Menogaril (TUT-7) is a novel antitumor antibiotic belonging to anthracyclines. "( [Pharmacokinetic studies of menogaril (TUT-7) with rats].
Akimoto, T; Aso, R; Hara, H; Nakama, K; Ohashi, K; Takahashi, F, 1992
)
2.02
"Menogaril is an anthracycline presently in Phase II clinical trials. "( P388 leukaemia cells resistant to the anthracycline menogaril lack multidrug resistant phenotype.
Badiner, GJ; Bhuyan, BK; Groppi, VE; Moy, BC; Smith, KS; Tarpley, WG, 1990
)
1.97
"Menogaril is an antitumor agent of the anthracycline type which is less cardiotoxic than doxorubicin in a chronic rabbit model and is active in experimental tumor systems when given by p.o. "( Pharmacokinetics and systemic bioavailability of menogaril, an anthracycline antitumor agent, in the mouse, dog, and monkey.
Adams, WJ; Brewer, JE; Dalm, EA; Hosley, JD; McGovren, JP, 1989
)
1.97
"Menogaril is an anthracycline with the aminosugar on the D ring; it does not exhibit cross-resistance with doxorubicin or cardiotoxicity."( Phase I and II agents in cancer therapy: I. Anthracyclines and related compounds.
Fuks, JZ; Wadler, S; Wiernik, PH,
)
0.85
"Menogaril is a new anthracycline analog of nogalamycin. "( Phase I and pharmacokinetic study of menogaril administered as a 72-hour continuous i.v. infusion.
Long, HJ; Moertel, CG; Powis, G; Schutt, AJ, 1987
)
1.99
"Menogaril is an active drug used in the treatment of patients with advanced breast cancer who have not had prior systemic therapy."( Phase II study of intravenous menogaril in patients with advanced breast cancer.
Cavalli, F; Gundersen, S; Renard, J; Sessa, C; ten Bokkel Huinink, W, 1988
)
1.28

Actions

ExcerptReferenceRelevance
"Menogaril displays little activity in patients with previously treated MM."( Menogaril in the treatment of relapsed multiple myeloma. A phase II trial of the Cancer Center of Wake Forest University.
Brodkin, RA; Brown, RC; Case, LD; Cruz, JM; Dalton, HB; Jackson, DV; Muss, HB; Ramseur, WL; Richards, F; Zekan, PJ, 1992
)
2.45

Pharmacokinetics

Menogaril plasma concentrations were measured by HPLC. 3-compartment mammillary model was used for pharmacokinetic analysis of the results.

ExcerptReferenceRelevance
" The pharmacokinetic parameters derived from plasma concentration-time profiles after repeated (for 14 days) or single oral administration of TUT-7 to rats were found to be not significantly different by either administration schedule."( [Pharmacokinetic studies of menogaril (TUT-7) with rats].
Akimoto, T; Aso, R; Hara, H; Nakama, K; Ohashi, K; Takahashi, F, 1992
)
0.58
" We report here the results of pharmacokinetic and systemic bioavailability studies of menogaril in three species (mouse, dog, and monkey)."( Pharmacokinetics and systemic bioavailability of menogaril, an anthracycline antitumor agent, in the mouse, dog, and monkey.
Adams, WJ; Brewer, JE; Dalm, EA; Hosley, JD; McGovren, JP, 1989
)
0.75
" Pharmacokinetic studies showed that the rise in plasma concentration during infusion was first-order, with a half-life of 11."( Phase I and pharmacokinetic study of menogaril administered as a 72-hour continuous i.v. infusion.
Long, HJ; Moertel, CG; Powis, G; Schutt, AJ, 1987
)
0.55
" The drug disappeared from plasma biexponentially with a mean elimination half-life of 38 +/- 3 h; the mean apparent volume of distribution and the plasma clearance were 805 +/- 91 1/m2 and 14 +/- 2 1/h per m2."( Pharmacokinetics of 7-con-O-methylnogarol in patients with solid tumors.
D'Incalci, M; Figoli, F; Monfardini, S; Sorio, R; Tirelli, U; Zadro, D; Zanette, ML, 1987
)
0.27
" The mean harmonic half-life was 11."( Phase I clinical and pharmacokinetic trial of oral menogaril administered on three consecutive days.
Crespeigne, N; de Valeriola, D; Dodion, P; Joggi, J; Kenis, Y; Peeters, B; Piccart, M; Tueni, E; van Berchem, C; Wery, F, 1988
)
0.53
" Menogaril plasma concentrations were measured by HPLC and a 3-compartment mammillary model was used for pharmacokinetic analysis of the results."( Pharmacokinetics and acute cardiovascular effects of menogaril in patients with metastatic tumors.
Benson, AB; Piergies, AA, 1995
)
1.45
" Pharmacokinetic studies were performed at each dose level and confirmed the findings of pharmacokinetic data derived from previous studies in patients with solid tumors."( Phase I clinical and pharmacokinetic study of menogaril (7-con-O-methylnogarol) in previously treated patients with acute leukemia.
Benson, L; Dutcher, JP; Garl, S; Mazurek, C; Schwartz, EL; Wiernik, PH, 1993
)
0.54
" For the patients receiving alternating oral and IV menogaril, comparative pharmacokinetic analyses were performed by HPLC."( A phase I clinical and pharmacokinetic study of the oral and the oral/intravenous administration of menogaril.
Adams, WJ; Brewer, JE; Brown, TD; Earhart, RH; Hosley, JD; Kasunic, DA; Kuhn, JG; Von Hoff, DD; Weiss, GR, 1993
)
0.75

Compound-Compound Interactions

ExcerptReferenceRelevance
" This reversal was inhibited when menogarol was combined with melphalan."( Synergistic combination of menogarol and melphalan and other two drug combinations.
Adams, EG; Bhuyan, BK; Crampton, SL; Johnson, M, 1985
)
0.27

Bioavailability

Two anthracycline analogues, idarubicin and menogaril, have acceptable bioavailability via the oral route of administration. Oral bioavailability studies in the mouse showed significant absorption from the gastrointestinal tract followed by first-pass metabolism.

ExcerptReferenceRelevance
" We report here the results of pharmacokinetic and systemic bioavailability studies of menogaril in three species (mouse, dog, and monkey)."( Pharmacokinetics and systemic bioavailability of menogaril, an anthracycline antitumor agent, in the mouse, dog, and monkey.
Adams, WJ; Brewer, JE; Dalm, EA; Hosley, JD; McGovren, JP, 1989
)
0.75
" A comparison of the data from the present trial and our previous study with intravenous menogaril indicates a bioavailability of 32 +/- 12%."( Phase I clinical and pharmacokinetic trial of oral menogaril administered on three consecutive days.
Crespeigne, N; de Valeriola, D; Dodion, P; Joggi, J; Kenis, Y; Peeters, B; Piccart, M; Tueni, E; van Berchem, C; Wery, F, 1988
)
0.75
" Oral bioavailability studies in the mouse showed significant absorption of menogaril from the gastrointestinal tract followed by first-pass metabolism."( Menogaril: a new anthracycline agent entering clinical trials.
Christopher, JP; Cradock, JC; Lassus, M; McGovren, JP; Nelson, KG; Plowman, J, 1984
)
1.94
"Two anthracycline analogues, idarubicin and menogaril, have acceptable bioavailability via the oral route of administration."( Potential role of oral anthracyclines in older patients with cancer.
de Valeriola, DL; Lasota, WS; Piccart, MJ, 1994
)
0.55
"2 hours; mean systemic bioavailability was 33."( A phase I clinical and pharmacokinetic study of the oral and the oral/intravenous administration of menogaril.
Adams, WJ; Brewer, JE; Brown, TD; Earhart, RH; Hosley, JD; Kasunic, DA; Kuhn, JG; Von Hoff, DD; Weiss, GR, 1993
)
0.5

Dosage Studied

At this dosage and schedule, menogaril has no substantial anti-tumor activity for patients with non-small cell lung cancer. Menogarill is ineffective in treating previously irradiated advanced/recurrent squamous cell carcinoma of the uterine cervix.

ExcerptRelevanceReference
" At that those, 20 of 37 patients developed grade 3 or 4 granulocytopenia and 22 required dosage delays."( Phase II study of oral menogaril as first line chemotherapy for advanced breast cancer: a National Cancer Institute of Canada Clinical Trials Group study.
Aitken, S; Buckman, R; Eisenhauer, EA; Norris, B; Pritchard, KI; Skillings, J; Stewart, DJ; VAndenberg, T; Verma, S, 1992
)
0.59
" Menogaril as administered in this protocol is ineffective in treating previously irradiated advanced/recurrent squamous cell carcinoma of the uterine cervix and warrants no further investigation in this disease at the dosage and administration schedule used in this protocol."( Phase II evaluation of menogaril in patients with advanced cervical carcinoma. A collaborative trial of the North Central Cancer Treatment Group and Mayo Clinic.
Edmonson, JH; Foley, JF; Goldberg, RM; Laurie, JA; LONG, HJ; Mailliard, JA; Malkasian, GD; Morton, RF; Niedringhaus, RD; Wieand, HS, 1991
)
1.5
" At this dosage and schedule, menogaril has no substantial anti-tumor activity for patients with non-small cell lung cancer."( Phase II evaluation of menogaril (NSC-269148) in non-small cell lung carcinoma. A Southwest Oncology Group study.
Ahmann, FR; Crowley, JJ; Macdonald, JS; Vance, RB, 1991
)
0.88
" These latter findings should be useful in developing more precise and intelligent dosing schemes for 7-OMEN."( Human pharmacokinetics, excretion, and metabolism of the anthracycline antibiotic menogaril (7-OMEN, NSC 269148) and their correlation with clinical toxicities.
Aisner, J; Egorin, MJ; Engisch, KL; Forrest, A; Sigman, LM; Van Echo, DA; Whitacre, MY, 1986
)
0.5
"We performed a phase I study of menogaril to determine if dosage reduction was required in patients with hepatic dysfunction and if the relationship between pharmacokinetics and leukopenia, previously defined in patients with normal hepatic and renal function, was altered."( Phase I study and pharmacokinetics of menogaril (NSC 269148) in patients with hepatic dysfunction.
Conley, BA; Egorin, MJ; Forrest, A; Sinibaldi, V; Van Echo, DA; Zuhowski, EG, 1987
)
0.83
" This regimen and dosage schedule are well tolerated, with minimal toxicity that included myelosupression; median white blood cell (WBC) count nadir of 2,700 cells/mm3 (range 1,400-7,100 cells/mm3) and median platelet nadir of 162,000 cells/mm3 (range 53,000-390,000 cells/mm3)."( Phase II trial of menogarol in the treatment of advanced adenocarcinoma of the pancreas.
Cheng, EW; Hollander, P; Magill, GB; Sternberg, CN, 1988
)
0.27
" These studies should address specific issues such as optimal dosage regimens as a function of 'physiological age', and quality of life."( Potential role of oral anthracyclines in older patients with cancer.
de Valeriola, DL; Lasota, WS; Piccart, MJ, 1994
)
0.29
" Nausea and vomiting were the dose-limiting toxicities at the 625 mg/m2 dosage level; vomiting was inadequately relieved by prophylactic antiemetics at this dosage level."( A phase I clinical and pharmacokinetic study of the oral and the oral/intravenous administration of menogaril.
Adams, WJ; Brewer, JE; Brown, TD; Earhart, RH; Hosley, JD; Kasunic, DA; Kuhn, JG; Von Hoff, DD; Weiss, GR, 1993
)
0.5
" Of the dosing schedules tried, these two dosing schedules were the optimum, with satisfactory antitumor activity against mouse solid tumor Colon 26 and with a wide range of effective dose concentrations."( Prediction of the optimum clinical dosing schedule for menogaril from results with tumor-bearing mice.
Kobunai, T; Nakano, K; Saito, H; Takeda, S; Toko, T; Unemi, N; Yoshida, M,
)
0.38
" The consecutive days dosing study subsequently conducted started with 25 mg/body/day, and the dose level was escalated up to 150 mg /body/day."( [TUT-7 phase I clinical study. TUT-7 Study Group].
Furue, H; Hattori, T; Majima, H; Nakao, I; Niitani, H; Ota, K; Sugimachi, K; Taguchi, T; Wakui, A, 1997
)
0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (99)

TimeframeStudies, This Drug (%)All Drugs %
pre-199042 (42.42)18.7374
1990's50 (50.51)18.2507
2000's2 (2.02)29.6817
2010's1 (1.01)24.3611
2020's4 (4.04)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 17.96

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index17.96 (24.57)
Research Supply Index4.98 (2.92)
Research Growth Index5.31 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (17.96)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials36 (33.33%)5.53%
Reviews11 (10.19%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other61 (56.48%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]