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152-62-5

Basic Information
CAS No.: 152-62-5
Name: Dydrogesterone
Molecular Structure:
Molecular Structure of 152-62-5 (Dydrogesterone)
Formula: C21H28O2
Molecular Weight: 312.452
Synonyms: 9b,10a-Pregna-4,6-diene-3,20-dione(6CI,8CI);6-Dehydro-9b,10a-progesterone;6a-Dehydro-retro-D4-pregnene-3,20-dione;Diphaston;Dufaston;Duvaron;Gestatron;Gynorest;Isopregnenone;Prodel;Retrone;Terolut;Dydrogesterone;
EINECS: 205-806-8
Density: 1.1 g/cm3
Melting Point: 168-173 °C
Boiling Point: 462.8 °C at 760 mmHg
Flash Point: 172.2 °C
PSA: 34.14000
LogP: 4.49950
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History

Dydrogesterone(152-62-5) was first introduced to the market in 1961, and is currently approved in over 100 countries world-wide. It has an estimated cumulative exposure of more than 28 million patients.

Specification

The Dydrogesterone, with the CAS registry number 152-62-5, is also known as Retro-6-dehydroprogesterone. Its EINECS registry number is 205-806-8. This chemical's molecular formula is C21H28O2 and molecular weight is 312.44582. Its IUPAC name is called (8S,9R,10S,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,2,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one. This chemical's classification codes are Hormone; Hormones; Hormones, Hormone Substitutes, and Hormone Antagonists; Progestin; Progestins; Reproductive Effect.

Physical properties of Dydrogesterone:
(1)ACD/LogP: 3.58; (2)ACD/LogD (pH 5.5): 3.58; (3)ACD/LogD (pH 7.4): 3.58; (4)ACD/BCF (pH 5.5): 308.7; (5)ACD/BCF (pH 7.4): 308.7; (6)ACD/KOC (pH 5.5): 2106.79; (7)ACD/KOC (pH 7.4): 2106.79; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.556; (11)Molar Refractivity: 90.86 cm3; (12)Molar Volume: 282.2 cm3; (13)Surface Tension: 42.2 dyne/cm; (14)Density: 1.1 g/cm3; (15)Flash Point: 172.2 °C; (16)Enthalpy of Vaporization: 72.4 kJ/mol; (17)Boiling Point: 462.8 °C at 760 mmHg; (18)Vapour Pressure: 9.55E-09 mmHg at 25°C.

Uses of Dydrogesterone:
Dydrogesterone is a progestogen hormone. Dydrogesterone is a potent, orally active progestogen indicated in a wide variety of gynaecological conditions. The therapeutic use of dydrogesterone is closely related to its physiological action on the neuro-endocrine control of ovarian function, as well as on the endometrium. Dydrogesterone has proven effective in the following conditions: menstrual disorders; infertility; threatened and habitual abortion; endometriosis; premenstrual syndrome. Dydrogesterone has also been registered as hormone replacement therapy (HRT) to counteract the negative effects of unopposed oestrogen on the endometrium. Dydrogesterone is safe and well-tolerated. The incidence of side-effects is remarkably low.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(=O)C1CCC2C1(CCC3C2C=CC4=CC(=O)CCC34C)C
(2)Isomeric SMILES: CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@@H]3[C@H]2C=CC4=CC(=O)CC[C@@]34C)C
(3)InChI: InChI=1S/C21H28O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4-5,12,16-19H,6-11H2,1-3H3/t16-,17+,18-,19+,20+,21+/m0/s1
(4)InChIKey: JGMOKGBVKVMRFX-HQZYFCCVSA-N

The toxicity data of Dydrogesterone is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral > 7200mg/kg (7200mg/kg)   Drugs in Japan Vol. 6, Pg. 324, 1982.
rat LD50 oral > 4600mg/kg (4600mg/kg)   Drugs in Japan Vol. 6, Pg. 324, 1982.