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Basic Information
CAS No.: 432-60-0
Name: Allylestrenol
Molecular Structure:
Molecular Structure of 432-60-0 (Allylestrenol)
Formula: C21H32O
Molecular Weight: 300.484
Synonyms: Estr-4-en-17-ol,17-(2-propenyl)-, (17b)- (9CI);Estr-4-en-17b-ol, 17-allyl- (6CI,8CI);17a-Allyl-17b-hydroxy-D4-estren;17a-Allyl-4-oestren-17b-ol;17a-Allylestr-4-en-17b-ol;17a-Allylestrenol;Gestanin;Gestanol;Gestanon;NSC 37723;Orageston;Turinal;Estr-4-en-17-ol,17-(2-propen-1-yl)-, (17b)-;
EINECS: 207-082-9
Density: 1.04 g/cm3
Melting Point: 78 - 81oC
Boiling Point: 405.4 °C at 760 mmHg
Flash Point: 170.6 °C
Appearance: Powder
PSA: 20.23000
LogP: 5.25640
Related products
Synthetic route
3052-45-7

allyllithium

estr-4-en-17-one

estr-4-en-17-one

432-60-0

allylestrenol

estr-4-en-17-one

estr-4-en-17-one

allyl magnesium halide

allyl magnesium halide

432-60-0

allylestrenol

540-59-0

1,2-Dichloroethylene

432-60-0

allylestrenol

(8R,9S,10R,13S,14S,17R)-17-((Z)-3-chloroallyl)-13-methyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol

Conditions
ConditionsYield
Stage #1: 1,2-Dichloroethylene; allylestrenol With 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane at 22℃; for 0.25h; Glovebox; Inert atmosphere;
Stage #2: With C52H57F5MoN2O In benzene at 22℃; for 4h; Glovebox; Inert atmosphere;
Stage #3: With silica gel In hexane; ethyl acetate stereoselective reaction;		61%
617-86-7

triethylsilane

432-60-0

allylestrenol

C27H46OSi

Conditions
ConditionsYield
With dimanganese decacarbonyl; N,N-bis(diphenylphosphino)isopropylamine at 160℃; for 24h; Sealed tube; regioselective reaction;47%
432-60-0

allylestrenol

95001-26-6

19,21,24-trinor-17βH-chol-4-en-17-ol

Conditions
ConditionsYield
Hydrogenation;
432-60-0

allylestrenol

25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

C27H43BO3

Conditions
ConditionsYield
With 1,2-Dichloroethylene at 22℃; for 0.25h; Glovebox; Inert atmosphere;
Raw Materials
3052-45-7
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    Allylestrenol

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Chemistry

Molecular Structure of Allylestrenol (CAS NO.432-60-0):

IUPAC Name: (8R,9S,10R,13S,14S,17R)-13-Methyl-17-prop-2-enyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol
Molecular Weight: 300.47818 [g/mol]
Molecular Formula: C21H32O
XLogP3-AA: 5.3
H-Bond Donor: 1
H-Bond Acceptor: 1 
EINECS: 207-082-9
Product Categories: Medicine intermediate 
Index of Refraction: 1.552
Molar Refractivity: 92.02 cm3
Molar Volume: 287.7 cm3
Surface Tension: 40.8 dyne/cm
Density: 1.04 g/cm3
Flash Point: 170.6 °C
Enthalpy of Vaporization: 75.92 kJ/mol
Boiling Point: 405.4 °C at 760 mmHg
Vapour Pressure: 2.92E-08 mmHg at 25 °C
Appearance: white crystalline powder
Melting Point: 80 °C
Classification Code: Hormone; Hormones; Hormones, Hormone Substitutes, and Hormone Antagonists; Human Data; Progestins; Reproductive Effect

Uses

 Allylestrenol (CAS NO.432-60-0) can be used as pharmaceutical raw material and intermediates reagent.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral > 640mg/kg (640mg/kg)   Drugs in Japan Vol. 6, Pg. 41, 1982.

Safety Profile

Human reproductive effects. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes.

Specification

 Allylestrenol (CAS NO.432-60-0), its Synonyms are 17-(2-Propenyl)estr-4-en-17-ol ; 17-Hydroxy-17-alpha-allyl-4-estrene ; 17-alpha-Allyl-17-beta-hydroxy-4-estrene ; 17-alpha-Allyl-17-beta-hydroxy-delta(sup 4)-estren ; 17-alpha-Allyl-3-deoxy-19-nortestosterone ; 17-alpha-Allyl-4-oestrene-17-beta-ol ; 19-Nor-17-alpha-preg-4-en-17-ol, 21-methylene- ; 21-Methylene-19-nor-17-alpha-preg-4-en-17-ol ; 3-Deoxy-17-alpha-allyl-19-nortestosterone ; Allylestrenolum ; Estrenol, allyl- ; Gestanin ; Organon ; Turinal .