5α-Dihydroprogesterone

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Names

[ CAS No. ]:
566-65-4

[ Name ]:
5α-Dihydroprogesterone

[Synonym ]:
5a-Dihydroprogesterone
4-07-00-02199 (Beilstein Handbook Reference)
Pregnane-3,20-dione, (5-α)- (9CI)
5alpha-Pregnan-3,20-dione
MFCD00067132
Allopregnane-3,20-dione
(5S,8R,9S,10S,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
UNII:98G4S1OH0Z
5α-pregnane-3,20-dione
(5α)-Pregnane-3,20-dione
Pregnane-3,20-dione
5α-dihydroprogesterone
EINECS 209-297-3
Allopregnan-3,20-dione
3,20-Allopregnanedione
5alpha-pregnane-3,20-dione
3,20-Dioxo-5a-pregnane
5a-Pregnan-3,20-dione
Pregnane-3,20-dione, (5α)-
Pregnane-3,20-dione, (5α)- (9CI)
3,20-Dioxo-5alpha-pregnane
5-α-pregnane-3,20-dione
allopregnandione
5alpha-Dihydroprogesterone
5a-Pregnane-3,20-dione
5α-Pregnane-3,20-dione (8CI)
(5Alpha)-Pregnane-3,20-dione

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
429.2±38.0 °C at 760 mmHg

[ Melting Point ]:
204 °C

[ Molecular Formula ]:
C21H32O2

[ Molecular Weight ]:
316.478

[ Flash Point ]:
160.3±23.8 °C

[ Exact Mass ]:
316.240234

[ PSA ]:
34.14000

[ LogP ]:
4.31

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.516

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TU4157150
CHEMICAL NAME :
5-beta-Pregnane-3,20-dione
CAS REGISTRY NUMBER :
566-65-4
BEILSTEIN REFERENCE NO. :
2058506
LAST UPDATED :
199709
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C21-H32-O2
MOLECULAR WEIGHT :
316.53
WISWESSER LINE NOTATION :
L E5 B666 OVTJ A1 E1 FV1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
80 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 11,117,1968
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
10 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 11,117,1968

Safety Information

[ Hazard Codes ]:
Xi

[ WGK Germany ]:
3

[ RTECS ]:
TU4157150

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Progesterone
  • (20R)-5alpha-pregnane-3beta,20-diol
  • Pregnane-3,20-dione, dioxime, (5.alpha.)-
  • Alloepipregnanolone
  • 3β-methoxy-5-α-pregnane-20-one
  • Pregnenolone
  • (3R,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
  • 5alpha-Pregnan-3alpha-ol-20-one
  • 3β-acetoxy-pregn-5-en-20-one

DownStream

  • THDOC
  • Ganaxolone
  • 1-((3S,5S,8R,9S,10S,13S,14S,17S)-3-hydroxy-3,10,13-trimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone
  • Alloepipregnanolone
  • 5alpha-Pregnan-3alpha-ol-20-one
  • 5-ALPHA-PREGNAN-3-ALPHA, 20-BETA-DIOL

Related Compounds

  • 5α,6β-Dichlor-17α-hydroxypregnan-3,20-dion-17-acetat
  • (5α,11β,17α)-11-[4-(dimethylamino)phenyl]-5,17-dihydroxy-19-norpregn-9-en-20-yn-3-one Cyclic 1,2-Ethanediyl Acetal
  • 5α-cholesta-6,8-dien-3β-ol
  • 5α-[N-(Nitrosocarbamoyl)-N-(2-chloroethyl)amino]-2β-methyl-1,3-dithiane 1,1,3,3-tetraoxide
  • 5α-Cholestan-3β,26-diol
  • 5α-Androstan-3-one ethylene acetal
  • 3-methyl-N-{2-phenyl-2H,4H,5H,6H-cyclopenta[c]pyrazol-3-yl}benzamide
  • 1-(2,5-Dimethyl-1h-pyrrol-3-yl)-2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)ethan-1-one
  • N-Butyl-2-methoxy-5-(2-methyl-1-oxopropyl)benzenesulfonamide
  • 1-((4-methoxyphenyl)sulfonyl)-N-(2-phenyl-2,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl)piperidine-4-carboxamide
  • 2-(naphthalen-2-yl)-N-(2-phenyl-2,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl)acetamide
  • N-(1-ethyl-2-oxo-1,2-dihydrobenzo[cd]indol-6-yl)-2-(thiophen-2-yl)acetamide
  • N-(4-methoxyphenethyl)-4-[4-oxo-3(4H)-quinazolinyl]butanamide
  • N-(3-chlorophenyl)-2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)acetamide
  • N-(2,4-dimethoxyphenyl)-4-((1-phenyl-1H-tetrazol-5-yl)methyl)piperazine-1-carboxamide
  • N-(tert-butyl)-4-((1-(3-fluorophenyl)-1H-tetrazol-5-yl)methyl)piperazine-1-carboxamide
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