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13647-35-3

13647-35-3 structure
13647-35-3 structure
  • Name: Trilostane
  • Chemical Name: trilostane
  • CAS Number: 13647-35-3
  • Molecular Formula: C20H27NO3
  • Molecular Weight: 329.433
  • Catalog: Inorganic chemical industry Inorganic salt Metal nitrates and nitrites
  • Create Date: 2018-05-27 08:00:00
  • Modify Date: 2026-07-01 10:02:22
  • Trilostane(Win 24540; Modrastane) is an inhibitor of 3 β-hydroxysteroid dehydrogenase used in the treatment of Cushing's syndrome.IC50 value:Target: 3 β-HSDTrilostane is an inhibitor of 3 β-hydroxysteroid dehydrogenase (3-β-HSD or delta 5-delta 4-isomerase), an essential enzyme for the biosynthesis of all classes of hormonal steroids. It has been used in the treatment of Cushing′s syndrome for stopping the production of cortisol, and is currently approved for dogs in the US, but is still a human drug in the UK and other countries. It is being investigated as a possible treatment for both breast cancer and prostate cancer to prevent the synthesis of estrogens and androgens from endogenous precursors. It has also been used to inhibit endogenous production of progesterone in research studies.
Name trilostane
Synonyms (1S,2R,6R,8S,11S,12S,15S,16S)-5,15-dihydroxy-2,16-diMethyl-7-oxapentacyclo[9.7.0.0^{2,8}.0^{6,8}.0^{12,16}]octadec-4-ene-4-carbonitrile
(4a,5a,17b)-4,5-Epoxy-3,17-dihydroxyandrost-2-ene-2-carbonitrile
androstane-2-carbonitrile,4,5-oxy-17-hydroxy-3-oxo-,(2-alpha,4-alpha,5-al
2a-Cyano-4a,5a-epoxyandrostan-17b-ol-3-one
Desopan
modrenal
(2-alpha,4-alpha,5-alpha,17-beta)-4,5-oxy-17-hydroxy-3-oxoandrostane-2-c
MFCD00199295
Modrenal
(4a,5a,17b)-3,17-Dihydroxy-4,5-oxyandrost-2-ene-2-carbonitrile
(1aS,4,4bS,6aS,7S,9aS,9bS,11-2,7-Dihydroxy-4a,6a-dimethyl-1a,4,4a,4b,5,6,6a,7,8,9,9a,9b,10,11-tetradecahydrocyclopenta[7,8]phenanthro[1,10a-b]oxirene-3-carbonitrile
4α,5-oxy-3,17β-dihydroxy-5α-androst-2-ene-2-carbonitrile
Trilostan
Trilostane - Bio-X
Androst-2-ene-2-carbonitrile, 4,5-oxy-3,17-dihydroxy-, (4α,5α,17β)
MODRASTANE
Trilostane ISO 9001：2015 REACH
Trilostane, 10 mM in DMSO
Modrastane
17-beta)-ph
(4α,5α,17β)-3,17-dihydroxy-4,5-oxyandrost-2-ene-2-carbonitrile
Androst-2-ene-2-carbonitrile, 4,5-oxy-3,17-dihydroxy-, (4a,5a,17b)- (9CI)
4,5-oxy-5H-cyclopenta[a]phenanthrene, androst-2-ene-2-carbonitrile deriv
(4α,5α,17β)-3,17-Dihydroxy-4,5-epoxyandrost-2-ene-2-carbonitrile
(1,4,4bs,6as,7s,9as,9bs,11as)-2,7-dihydroxy-4a,6a-dimethyl-1a,4,4a,4b,5,6,6a,7,8,9,9a,9b,10,11-tetradecahydrocyclopenta[7,8]phenanthro[1,10a-b]oxirene-3-carbonitrile
TRILOSTANE
Trilostane (Mixture of Tautomeric Isomers)
Tralostatin
Modrefen
4α,5-oxy-3,17β-dihydroxy-5α-androstan-2-ene-2-carbonitrile
Vetoryl
Trilostane(Win
EINECS 237-133-0
4α,5-Epoxy-3,17β-dihydroxy-5α-androst-2-ene-2-carbonitrile
Androst-2-ene-2-carbonitrile, 4,5-oxy-3,17-dihydroxy-, (4a,5a,17b)
Win-24540,Desopan,Modrastane,Modrenal
rilostane
Trilostane/Win24540/Modrastane
Trostan
4-alpha,5-oxy-3,17-dihydroxy-5-alpha-androst-2-ene-2-carbonitrile
4-alpha,5-oxy-17-beta-hydroxy-3-oxo-5-alpha-androstane-2-alpha-cbonitril
Trilostane(Win 24540; Modrastane)
4-alpha-5-oxy-17-beta-hydroxy-3-oxo-5-alpha-androstane-2-alpha-cbonitril
Win
5a-Androstane-2a-carbonitrile, 4a,5-oxy-17b-hydroxy-3-oxo
MODRASTANE; MODREFEN; MODRENAL; VETORYL; WIN
Description Trilostane(Win 24540; Modrastane) is an inhibitor of 3 β-hydroxysteroid dehydrogenase used in the treatment of Cushing's syndrome.IC50 value:Target: 3 β-HSDTrilostane is an inhibitor of 3 β-hydroxysteroid dehydrogenase (3-β-HSD or delta 5-delta 4-isomerase), an essential enzyme for the biosynthesis of all classes of hormonal steroids. It has been used in the treatment of Cushing′s syndrome for stopping the production of cortisol, and is currently approved for dogs in the US, but is still a human drug in the UK and other countries. It is being investigated as a possible treatment for both breast cancer and prostate cancer to prevent the synthesis of estrogens and androgens from endogenous precursors. It has also been used to inhibit endogenous production of progesterone in research studies.
Related Catalog
References

[1]. Helm JR, et al. A comparison of factors that influence survival in dogs with adrenal-dependent hyperadrenocorticism treated with mitotane or trilostane. J Vet Intern Med. 2011 Mar-Apr;25(2):251-60.

[2]. Feldman EC, et al. Trilostane dose versus body weight in the treatment of naturally occurring pituitary-dependent hyperadrenocorticism in dogs. J Vet Intern Med. 2012 Jul-Aug;26(4):1078-80.
Density 1.3±0.1 g/cm3
Boiling Point 497.8±45.0 °C at 760 mmHg
Melting Point 264ºC
Molecular Formula C20H27NO3
Molecular Weight 329.433
Flash Point 254.8±28.7 °C
Exact Mass 329.199097
PSA 76.78000
LogP 3.61
Vapour Pressure 0.0±2.9 mmHg at 25°C
Index of Refraction 1.610
Storage condition -20°C Freezer

CHEMICAL IDENTIFICATION

RTECS NUMBER :
BV8044200
CHEMICAL NAME :
5-alpha-Androstane-2-alpha-carbonitrile, 4-alpha,5-epoxy-17-beta-hydroxy-3-oxo-
CAS REGISTRY NUMBER :
13647-35-3
LAST UPDATED :
199603
DATA ITEMS CITED :
12
MOLECULAR FORMULA :
C20-H27-N-O3
MOLECULAR WEIGHT :
329.48
WISWESSER LINE NOTATION :
T E5 D6663 1A R AX PV RO QHTTTT&J HQ I1 M1 OCN

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>15 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,752,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1055 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
YKYUA6 Yakkyoku. Pharmacy. (Nanzando, 4-1-11, Yushima, Bunkyo-ku, Tokyo, Japan) V.1- 1950- Volume(issue)/page/year: 37,1637,1986
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
7050 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 17,365,1986
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
102 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 17,365,1986
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>15 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,752,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1205 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
YKYUA6 Yakkyoku. Pharmacy. (Nanzando, 4-1-11, Yushima, Bunkyo-ku, Tokyo, Japan) V.1- 1950- Volume(issue)/page/year: 37,1637,1986
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>15 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,752,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
109 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 17,365,1986 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Primate - monkey
DOSE/DURATION :
54750 mg/kg/1Y-I
TOXIC EFFECTS :
Cardiac - pulse rate Lungs, Thorax, or Respiration - respiratory depression Nutritional and Gross Metabolic - body temperature decrease
REFERENCE :
YKYUA6 Yakkyoku. Pharmacy. (Nanzando, 4-1-11, Yushima, Bunkyo-ku, Tokyo, Japan) V.1- 1950- Volume(issue)/page/year: 37,1637,1986 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
48 mg/kg
SEX/DURATION :
male 14 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - other effects on male
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 33,754,1983
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
1050 mg/kg
SEX/DURATION :
male 7 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - other effects on male
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 33,754,1983
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
5 mg/kg
SEX/DURATION :
female 25-29 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - abortion
REFERENCE :
FESTAS Fertility and Sterility. (American Fertility Soc., 608 13th Ave. S, Birmingham, AL 35282) V.1- 1950- Volume(issue)/page/year: 32,464,1979
Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Warning
Hazard Statements H315-H319-H361
Precautionary Statements P281-P305 + P351 + P338
Hazard Codes Xi
Risk Phrases 36/37/38-62
Safety Phrases 26-36/37
RIDADR NONH for all modes of transport
HS Code 2937290090
HS Code 2937290090
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