medroxyprogesterone

Names

[ CAS No. ]:
520-85-4

[ Name ]:
medroxyprogesterone

[Synonym ]:
Medroxyprogesteron
Medroxyprogesteronum
Hydroxymethylprogesterone
MFCD00069474
17α-Hydroxy-6α-methylprogesterone
Medroxy Progesterone
17-Hydroxy-6α-methylprogesterone
Medrossiprogesterone
17alpha-Hydroxy-6alpha-methylprogesterone
(6a)-17-Hydroxy-6-methylpregn-4-ene-3,20-dione
17-Hydroxy-6a-methylprogesterone
Medroxiprogesterone
17a-Hydroxy-6a-methylprogesterone
17-Hydroxy-6alpha-methylprogesterone
6a-Methyl-17a-hydroxyprogesterone
6α-Methyl-17α-hydroxyprogesterone
Farlutal
17α-Hydroxy-6α-methylpregn-4-ene-3,20-dione
EINECS 208-298-6
(6α)-17-Hydroxy-6-methylpregn-4-ene-3,20-dione
Pregn-4-ene-3,20-dione, 17-hydroxy-6α-methyl-
medroxyprogesterone
(6S,8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-6,10,13-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
Pregn-4-ene-3,20-dione, 17-hydroxy-6-methyl-, (6α)-
Medroxiprogesteronum
Pregn-4-ene-3,20-dione, 17α-hydroxy-6α-methyl-
Medroxyprogesterone Base

Biological Activity

[Description]:

Medroxyprogesterone is a progestin, a synthetic variant of the human hormone progesterone and a potent progesterone receptor agonist.Target: Progesterone ReceptorMedroxyprogesterone (MP), is a steroidal progestin drug which was never marketed for use in humans. An acylated derivative, medroxyprogesterone acetate (MPA), is clinically used as a pharmaceutical medicine. Compared to MPA, MP is over two orders of magnitude less potent as a progestogen. As such, MP itself is not used clinically, though it has seen limited use in veterinary medicine under the trade name Controlestril in France. In addition, it is an metabolite of MPA [1].

[Related Catalog]:

Signaling Pathways >> Others >> Progesterone Receptor

Research Areas >> Endocrinology

[References]

[1]. http://en.wikipedia.org/wiki/Medroxyprogesterone

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
488.0±45.0 °C at 760 mmHg

[ Melting Point ]:
220-223.5ºC

[ Molecular Formula ]:
C₂₂H₃₂O₃

[ Molecular Weight ]:
344.488

[ Flash Point ]:
263.0±25.2 °C

[ Exact Mass ]:
344.235138

[ PSA ]:
54.37000

[ LogP ]:
3.38

[ Vapour Pressure ]:
0.0±2.8 mmHg at 25°C

[ Index of Refraction ]:
1.554

[ Storage condition ]:
Refrigerator

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TU5300000

CHEMICAL NAME :: Pregn-4-ene-3,20-dione, 17-hydroxy-6-alpha-methyl-

CAS REGISTRY NUMBER :: 520-85-4

BEILSTEIN REFERENCE NO. :: 2510965

LAST UPDATED :: 199706

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C22-H32-O3

MOLECULAR WEIGHT :: 344.54

WISWESSER LINE NOTATION :: L E5 B666 OV MUTJ A1 E1 FV1 FQ K1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Parenteral

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 6 mg/kg/13W-I

TOXIC EFFECTS :: Peripheral Nerve and Sensation - sensory change involving peripheral nerve Behavioral - hallucinations, distorted perceptions Lungs, Thorax, or Respiration - other changes

REFERENCE :: MJAUAJ Medical Journal of Australia. (Australasian Medical Pub. Co. Ltd., 71-79 Arundel St., Glebe, N.S.W., Australia) V.1- 1914- Volume(issue)/page/year: 163,51,1995 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 20 mg/kg

SEX/DURATION :: female 17-20 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - urogenital system

REFERENCE :: ECJPAE Endocrinologia Japonica. (Japan Pub. Trading Co., Ltd., POB 5030, Tokyo International, Tokyo, Japan) V.1- 1954- Volume(issue)/page/year: 24,77,1977

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 625 mg/kg

SEX/DURATION :: female 10 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - ovaries, fallopian tubes Reproductive - Maternal Effects - uterus, cervix, vagina

REFERENCE :: JRPFA4 Journal of Reproduction and Fertility. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1960- Volume(issue)/page/year: 12,445,1966

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 1120 mg/kg

SEX/DURATION :: male 16 week(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands

REFERENCE :: ANREAK Anatomical Record. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1906/08- Volume(issue)/page/year: 187,431,1977

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 5 mg/kg

SEX/DURATION :: female 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - other measures of fertility

REFERENCE :: 85GRAA "The Control of Fertility," Pincus, G., New York, Academic Press, 1965 Volume(issue)/page/year: -,57,1965 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X7306 No. of Facilities: 9 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 339 (estimated) No. of Female Employees: 170 (estimated)

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H361

[ Precautionary Statements ]:
P280

[ Personal Protective Equipment ]:
Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
48-63-68

[ Safety Phrases ]:
22-24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
TU5300000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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Related Compounds

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