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Azasteroids

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Definition: Steroidal compounds in which one or more carbon atoms in the steroid ring system have been substituted with nitrogen atoms.     
Examples Finasteride
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
3-fluoro-N-(3H-imidazo(4,5-b)pyridin-2-ylmethyl)-1,4a,6a-trimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno(5,4-f)quinoline-7-carboxamide  0   *Azasteroids. J Biol Chem 2010 May 28;285(22):17054-64
3-hydroxy-17a-azahomoandrostan-7-one-4-N,N-bis(2-chloroethyl)aminophenyl acetate  0   *Azasteroids *Nitrogen Mustard Compounds. Mutat Res 2009 Apr 30;675(1-2):51-9
3-hydroxy-3-aza-A-homoandrosten-4-one-4-bis(2-chloroethyl)aminophenoxyacetate  0   *Azasteroids *Nitrogen Mustard Compounds. Cancer Lett 2006 Nov 18;243(2):202-10
3-hydroxy-13-amino-13,17-secoandrostan-17-oic-13,17-lactam p-bis(2-chloroethyl)amino phenyl acetate  0   *Azasteroids *Secosteroids. Breast Cancer Res Treat 2006 May;97(1):17-31
STX 213  0   *Azasteroids Steryl-Sulfatase/antagonists & inhibitors. Clin Cancer Res 2006 Sep 15;12(18):5543-9
2'-(4-fluorophenyl)-4-azapyrazolo(4',3'-2,3)androstan-17-ol  0   *Azasteroids. Acta Crystallogr C 2003 Dec;59(Pt 12):o724-6
2'-(4-fluorophenyl)-4-azapyrazolo(4',3'-2,3)androstan-17-yl acetate  0   *Azasteroids. Acta Crystallogr C 2003 Dec;59(Pt 12):o724-6
2,3-dimethoxy-8-azagona-1,3,5(10),13-tetraene-12,17-dione  0   *Azasteroids. Biopolymers 2004 May-Jun 5;74(1-2):105-9
N-(1-(4-methoxyphenyl)-1-methylethyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide  0   *Androstenes *Azasteroids. Int J Pharm 2003 Apr 14;255(1-2):69-79
3-hydroxy-13-amino-13,17-seco-5alpha-androstan-17-oic-13,17-lactam 2-N,N-bis(2-chloroethyl)aminobenzoate  157757-66-9   *Azasteroids *Nitrogen Mustard Compounds. Chemotherapy 1999 Jan-Feb;45(1):61-7
L 751788  0   *Azasteroids Dihydrotestosterone/*analogs & derivatives. J Chromatogr B Biomed Sci Appl 1998 Aug 25;713(2):371-8
8,13-diaza-2,3-dimethoxygona-1,3,5(10),9(11)-tetraen-12-one  0   *Azasteroids. Steroids 1998 Jul-Aug;63(7-8):375-82
dutasteride  0   *Azasteroids Prostatic Hyperplasia.
Pharma Action 5-alpha Reductase Inhibitors
J Pharmacol Exp Ther 1997 Sep;282(3):1496-502DUTASTERIDE; AVODART; JALYN
N-4(benzylbenzoyl)-3-oxo-4-aza-4-methyl-5-androstane-17-carboxamide  0   *Androstanes *Azasteroids. Steroids 1996 May;61(5):323-31
6,7-diazacholest-8(14)-en-3-ol  0   *Azasteroids Cholesterol/*analogs & derivatives. Biochemistry 1996 Jun 4;35(22):7069-76
6-aza-B-homocholest-7-en-3-ol  0   *Azasteroids Cholesterol/*analogs & derivatives. Biochemistry 1996 Jun 4;35(22):7069-76
7a,17a-diaza-7,17-dioxo-B,D-dihomo-5-androsten-3-yl 4-N,N-bis(2-chloroethyl)aminophenylacetate  0   *Azasteroids *Homosteroids. Anticancer Res 1995 May-Jun;15(3):827-30
4,7beta-dimethyl-4-azacholestan-3-one  0   *Azasteroids.
Pharma Action 5-alpha Reductase Inhibitors
J Med Chem 1994 Nov 11;37(23):3871-4
L 651723  0   *Androstenes *Azasteroids 3-Oxo-5-alpha-Steroid 4-Dehydrogenase/antagonists & inhibitors. Biol Reprod 1994 Jun;50(6):1244-50
FCE 28260  155651-56-2   *Androstenes *Azasteroids 3-Oxo-5-alpha-Steroid 4-Dehydrogenase/antagonists & inhibitors. J Steroid Biochem Mol Biol 1994 Jun;49(4-6):289-94
FCE 28175  156990-25-9   *Androstenes *Azasteroids 3-Oxo-5-alpha-Steroid 4-Dehydrogenase/antagonists & inhibitors. J Steroid Biochem Mol Biol 1994 Jun;49(4-6):289-94
FCE 27837  155651-61-9   *Androstenes *Azasteroids 3-Oxo-5-alpha-Steroid 4-Dehydrogenase/antagonists & inhibitors. J Steroid Biochem Mol Biol 1994 Jun;49(4-6):289-94
16-oxo-17-azaandrost-5-en-3-ol acetate  0   *Androstenols *Azasteroids. Steroids 1994 Jan;59(1):30-3
ANQ 9040  0   *Androstanes *Azasteroids. Anesthesiology 1994 Jan;80(1):97-103
UCA 1064-B  144773-49-9   Azasteroids. J Antibiot (Tokyo) 1993 Aug;46(8):1312-4
3-methoxy-17-aza-homoandrost-5-ene-17-one  84300-23-2   *Androstenols *Azasteroids. Steroids 1993 Apr;58(4):181-4
3-hydroxy-N-methyl-17-aza-D-homoandrostan-17-one-4-N,N-bis(2-chloroethyl)aminophenylacetate  146678-52-6   *Androstanes *Azasteroids *Nitrogen Mustard Compounds. Anticancer Res 1992 Sep-Oct;12(5):1617-20
3-hydroxy-17-aza-D-homoandrostan-4-N,N-bis(2-chloroethyl)aminophenylacetate  146678-51-5   *Androstanes *Azasteroids *Nitrogen Mustard Compounds. Anticancer Res 1992 Sep-Oct;12(5):1617-20
(5alpha)-23-methyl-4-aza-21-norchol-1-ene-3,20-dione  103497-68-3 4-Aza-21-norchol-1-ene-3,20-dione, 23-methyl-, (5alpha)  *Azasteroids 3-Oxo-5-alpha-Steroid 4-Dehydrogenase/antagonists & inhibitors. Clin Pharmacol Ther1992 Oct;52(4):409-12
N,N-diethyl-4-methoxy-3-oxo-4-aza-5-androstene-17-carboxamide  106649-71-2   *Androstenes *Azasteroids 3-Oxo-5-alpha-Steroid 4-Dehydrogenase/antagonists & inhibitors. Int J Androl 1991 Oct;14(5):359-63
N-chloro-3-methoxy-16-aza-1,3,5(10)-estratrien-17-one  114462-28-1   *Azasteroids *Estrenes. Acta Crystallogr B 1991;47(Pt 3):383
N-chloro-3-methoxy-17-aza-homo-1,3,5(10)-estratrien-17-one  114462-29-2   *Azasteroids *Estrenes. Acta Crystallogr B 1991;47(Pt 3):383
N-chloro-3-methoxy-17-azahomo-1,3,5(10)-estratrien-16-one  119111-52-3   *Azasteroids *Estrenes. Acta Crystallogr B 1991;47(Pt 3):383
NSC 620480  89043-18-5   *Azasteroids *Nitrogen Mustard Compounds. Methods Find Exp Clin Pharmacol 1990;12(7):501
D-11-aza-19-nortestosterone  41235-53-4 11-Azaestr-4-en-3-one, 17-hydroxy-, (17beta)  *Azasteroids *Nandrolone. Bioorg Khim 1988;14(3):392
2,3-bisaza-A-nor-1,5(10)-estradien-17-ol  89288-70-0   *Azasteroids *Estrenes. Steroids 1986;48(3-4):213
17-acetamido-3-aza-A-homo-4-androsten-4-one  93176-75-1   *Androstenes *Azasteroids. Cancer Invest 1987;5(4):301
L 636028  104199-89-5   *Androstanes *Azasteroids. J Endocrinol 1987 Feb;112(2):189-95
17-hydroxy-4-aza-A-nor-5-androsten-3-one (4-N,N-bis(2-chloroethylamino)phenyl)butyrate  107534-94-1   *Azasteroids Chlorambucil/*analogs & derivatives. Oncology 1986;43(6):390
3-hydroxy-13,17-seco-5-androsten-17-oic-13,17-lactam (4-(bis(2-chloroethyl)amino)phenyl)butyrate  107480-21-7   *Azasteroids Chlorambucil/*analogs & derivatives. Oncology 1986;43(6):344
3-hydroxy-13,17-secoandrostan-17-oic-13,17-lactam (4-(bis(2-chloroethyl)amino)phenyl)butyrate  68426-41-5   *Azasteroids Chlorambucil/*analogs & derivatives. Oncology 1986;43(6):344
17-hydroxy-3-aza-A-homo-4-androsten-4-one (4-(bis(2-chloroethyl)amino)phenyl)butyrate  99876-94-5   *Azasteroids Chlorambucil/*analogs & derivatives. Oncology 1986;43(6):344
17-N,N-diisopropylcarbamoyl-4-azaandrostan-3-one  89631-79-8   *Azasteroids Dihydrotestosterone/*analogs & derivatives 3-Oxo-5-alpha-Steroid 4-Dehydrogenase/antagonists & inhibitors. Endocrinology 1986 Jan;118(1):132-7
25-azacoprostane  37106-88-0 Cholan-24-amine, N,N-dimethyl-, (5beta)  *Azasteroids. Comp Biochem Physiol B 1985;82(1):99
21-diazo-4-methyl-4-azapregnane-3,20-dione  96692-00-1   *Azasteroids *Pregnanediones. J Biol Chem 1985;260(8):4890
4-aza-4-methylpregnane-3,20-dione  73671-90-6 4-Azapregnane-3,20-dione, 4-methyl-, (5alpha)  *Azasteroids *Pregnanediones. Endocrinology 1984;114(1):63
17-aza-homo-delta (1,3,5(10)) estratrien-3-ol-17-one-4-N,N-bis(2-chloroethyl)aminophenylacetate  87777-66-0 17a-Aza-D-homoestra-1,3,5(10)-trien-17-one, 3-(((4-(bis(2-chloroethyl)amino)phenyl)acetyl)oxy)  *Azasteroids *Nitrogen Mustard Compounds. Methods Find Exp Clin Pharmacol1983;5(6):365
4-methyl-4-aza-3-oxopregnane-20-carboxylate  92472-61-2 4-Azapregnane-20-carboxylic acid, 4-methyl-3-oxo-, sodium salt, (5alpha,20S)  *Azasteroids *Pregnanes.
Pharma Action 5-alpha Reductase Inhibitors
J Steroid Biochem 1983;18(3):365
3 beta-hydroxy-13 alpha-amino-13,17-seco-5 alpha-androstan-17-oic-13,17-lactam  39932-99-5 17a-Aza-D-homoandrostan-17-one, 3-hydroxy-, (3beta,5alpha)  *Androstanes *Azasteroids. Methods Find Exp Clin Pharmacol 1982 Aug-Sep;4(6):403-6
3-(((4-(bis(2-chloroethyl)amino)phenyl)acetyl)oxy)-17a-aza-D-homoandrost-5-en-17-one  53039-94-4   *Azasteroids *Nitrogen Mustard Compounds. Oncology 1982;39(1):59
RU 5135  78774-26-2 17-Azaandrost-16-en-11-one, 16-amino-3-hydroxy-, (3alpha,5beta)  *Androstanes *Azasteroids.
Pharma Action GABA Antagonists
Neuropharmacology 1981;20(4):357
17-N,N-diethylcarbamoyl-4-methyl-4-azaandrostane-3-one  73671-86-0 4-Azaandrostane-17-carboxamide, N,N-diethyl-4-methyl-3-oxo-, (5alpha,17beta)  *Azasteroids Dihydrotestosterone/*analogs & derivatives.
Pharma Action Androgen Antagonists ; 5-alpha Reductase Inhibitors
J Biol Chem 1981 Aug;256(15):7998-8005
4-methyl-4-azacholestane  1867-76-1 4-Azacholestane, 4-methyl-, (5alpha)  *Azasteroids *Cholestanes. J Steroid Biochem 1980;13(6):685
samandarone  467-52-7 3-aza-A-homoandrostan-16-one, 1,4-epoxy-, (1 alpha,4 alpha,5 beta)  *Androstanes *Azasteroids. Yakugaku Zasshi 1980;100(3):227
samanine  22614-24-0 3-aza-A-homoandrostan-16-ol, (5 beta,16 beta)  *Androstanols *Azasteroids. Yakugaku Zasshi 1980;199(3):227
cycloneosamandaridine  63653-59-8 3-Aza-3,6-cyclo-A-homopregnan-21-oic acid, 6,16-dihydroxy-, gamma-lactone, (3alpha,5beta,6beta,16beta)  *Azasteroids. Yakugaku Zasshi 1980;100(3):227
N-cyano-2-aza-A-norandrostan-17-ol acetate  68922-89-4 2-Aza-A-norandrostane-2-carbonitrile, 17-(acetyloxy)-, (5alpha,17beta)  *Androstanols *Azasteroids. J Med Chem 1979 Jan;22(1):119-20
NSC 290205  43000-65-3   *Azasteroids *Nitrogen Mustard Compounds. Cancer Chemother Rep 1979;3(1):67; Cancer Chemother Rep 57(3):365;1973; Cancer Treat Rep 61(1):317;1977; J Steroid Biochem 9(7):599;1978; Pharm Acta Helv 51(9):249;1976
methoxyimine  28901-18-0   *Azasteroids. Steroids 27(4):525;1976
2,10,11,11a-tetrahydro-11a-methyl-1H-naphth(1,2-g)indol-7-ol  28901-17-9   *Azasteroids *Estrenes. Steroids 27(4):525;1976; Steroids 27(4):535;1976
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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012

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