Chlormadinone acetate

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Chlormadinone acetate

Product Name: Chlormadinone acetate
CAS No.: 302-22-7
Chemical Name: Chlormadinone acetate
Synonyms: CMA;Chlormadinone;CHLOROMADINON 17-ACETATE;17α-acetoxy-6-chloro-4,6-pregnadiene-3,20-dione;6-Chloro-3,20-dioxopregna-4,6-dien-17-yl acetate;Cero;Retex;st155;MATROL;Lormin
CBNumber: CB9673089
Molecular Formula: C23H29ClO4
Formula Weight: 404.93
MOL File: 302-22-7.mol

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Chlormadinone acetate Property

Melting point:: 212°C
alpha: D +6° (c = 1 in CHCl3)
Boiling point:: 512.5±50.0 °C(Predicted)
Density: 1.1345 (estimate)
storage temp.: Sealed in dry,Store in freezer, under -20°C
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form: Solid
color: Off-White to Light Yellow
λmax: 285nm(EtOH)(lit.)
Merck: 14,2102
BRN: 2633614
NIST Chemistry Reference: Chlormadinone acetate(302-22-7)
EPA Substance Registry System: Pregna-4,6-diene-3,20-dione, 17-(acetyloxy)-6-chloro- (302-22-7)

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Safety

Hazard Codes: T
Risk Statements: 60-61-40-48
Safety Statements: 53-22-36/37/39-45
WGK Germany: 3
RTECS: TU3750000
HS Code: 29372390
Hazardous Substances Data: 302-22-7(Hazardous Substances Data)
Toxicity: mouse,LD50,intraperitoneal,3gm/kg (3000mg/kg),ENDOCRINE: ADRENAL CORTEX HYPOPLASIABEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),Kiso to Rinsho. Clinical Report. Vol. 11, Pg. 571, 1977.

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H351Suspected of causing cancer

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P281Use personal protective equipment as required.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: Y0001653
Product name: Chlormadinone acetate
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: y0001653
Price: $220
Updated: 2024/03/01

Sigma-Aldrich

Product number: C5145
Product name: Chlormadinone acetate
Purity: ≥98%
Packaging: 1g
Price: $239
Updated: 2024/03/01

TCI Chemical

Product number: C3116
Product name: Chlormadinone Acetate
Purity: >97.0%(HPLC)
Packaging: 1g
Price: $83
Updated: 2024/03/01

TCI Chemical

Product number: C3116
Product name: Chlormadinone Acetate
Purity: >97.0%(HPLC)
Packaging: 5g
Price: $204
Updated: 2021/12/16

Cayman Chemical

Product number: 29392
Product name: Chlormadinone Acetate
Packaging: 500mg
Price: $61
Updated: 2024/03/01

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Chlormadinone acetate Chemical Properties,Usage,Production

Description

Chlormadinone acetate is a synthetic progestin. It binds to progesterone, androgen, and glucocorticoid receptors in vitro (K_is = 2.5, 3.8, and 16 nM, respectively, for the human receptors). Chlormadinone acetate increases the number of endometrial glands and uterine weight in β-estradiol-primed rabbits when administered at a dose of 45 μg/kg per day for five days. Chlormadinone acetate reduces testosterone-induced increases in the seminal vesicle weight of castrated male rats when administered at doses of 4.6 and 21.5 mg/kg per day for eight days.

Chemical Properties

Crystalline Solid

Originator

Chlormadinone,Teikoku Hormone Mfg

Uses

Orally active progesteron with antiandrogenic activity; has been used in combinations as an oral contraceptive. Progestogen; antineoplastic (hormonal).

Uses

tranquilizer, neuroleptic, alpha adrenergic blocker

Definition

ChEBI: Chlormadinone acetate is a corticosteroid hormone.

Manufacturing Process

10 g 6-dehydro-17α-acetoxy-progesterone was dissolved in 400 ml dioxane and 40 ml water. The solution was added to 4 g N-chlorosuccinimide and 2.4 ml 70% perchloric acid. The mixture was left at ambient temperature for 24 hours, whereupon it was poured in water, a dropping precipitate was filtered off, washed with water and dried. It was filtered through aluminum oxide and recrystallized from ether to give 6-chloro-6-dehydro-17α-acetoxyprogesterone (chlormadinone acetate). MP: 204°-206°C. [α]D= +54.6° (chloroform).

brand name

Gestafortin;Luteran;Ovosiston.

Therapeutic Function

Progestin

World Health Organization (WHO)

Chlormadinone acetate, a synthetic progestogen, was introduced in 1965 as a component in oral contraceptive preparations. In 1967, as a result of new regulations required by the United States Food and Drug Administration, chlormadinone acetate was submitted to long-term toxicity studies and by the early 1970s it was shown to be associated with an increased incidence of mammary tumours in beagle bitches which led to its withdrawal by several regulatory authorities. Subsequently the validity of the beagle bitch model as a predictor of carcinogenicity of steroid contraceptives has been contested by many national regulatory authorities and chlormadinone remains available in some countries for contraceptive purposes. In some instances it is indicated for treatment of progesterone deficiency and endometriosis, and of irregular uterine bleeding due to fibroids. (Reference: (WHODI) WHO Drug Information, 84.1, 5, 1984)

Safety Profile

Suspected carcinogen with experimental carcinogenic and tumorigenic data. Moderately toxic by intraperitoneal route. Human maternal and reproductive effects by ingestion, intramuscular, and possibly other routes: ovary, uterus, cervix, vagina, and fallopian tube changes; menstrual cycle changes or disorders; changes in ferthty; and other unspecified female effects. A human teratogen that causes developmental abnormalities of the endocrine system in the fetus. Experimental teratogenic and reproductive effects. An oral contraceptive. When heated to decomposition it emits toxic fumes of Cl-.

in vitro

when compared with other progesterone derivatives, chlormadinone showed a relatively strong positional effect. chlormadinone was found to have high binding affinity to the progesterone receptor, resulting in strong progestogenic activity at the endometrium level. chlormadinone could also prevent the lh surge in the same way as progesterone. in addition, chlormadinone could weakly bind to the glucocorticoid receptor, but not to either mineralocorticoid nor estrogen receptors. chlormadinone at high doses competed effectively with androgens to block their effects and also downregulated the number of androgen receptors [1].

in vivo

results from previous rat study showed that chlormadinone at low doses, similar to cyproterone acetate, was able to selectively impaire the epididymal function and maturation of spermatozoa without appreciably changing either testicular function or pituitary gonadotrophin secretion [2].

References

[1] bouchard p. chlormadinone acetate (cma) in oral contraception--a new opportunity. eur j contracept reprod health care. 2005;10 suppl 1:7-11.
[2] sharma mm,lal g,jacob d. effects of low doses of chlormadinone acetate in the rat. j reprod fertil.1976 sep;48(1):177-9.

Chlormadinone acetate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Chlormadinone acetate manufacturers

Wuhan Haorong Biotechnology Co.,Ltd

Product: Chlormadinone acetate 302-22-7
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 5000
Release date: 2023-07-27

WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD

Product: Chlormadinone acetate 302-22-7
Price: US $0.00/KG
Min. Order: 100g
Purity: 98%+
Supply Ability: 100kg
Release date: 2020-09-23

Nantong Guangyuan Chemicl Co,Ltd

Product: Chlormadinone Acetate 302-22-7
Price: US $10.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1000kg
Release date: 2023-11-03

302-22-7, Chlormadinone acetate Related Search:

Isopropyl acetate Sodium acetate Vinyl acetate Ethyl acetate Magnesium acetate Sodium acetate trihydrate Epichlorohydrin Ammonium acetate Acetic acid Butyl acetate Benzyl acetate Cellulose acetate Chloroacetic acid Chlorophacinone ACETATE Cyproterone acetate Difluorochloromethane CIS-11-HEXADECENAL

Clormadinoneacetate

17α-acetoxy-6-chloro-4,6-pregnadiene-3,20-dione

chloromadinone 17-acetate

6-Chloro-17-acetoxy-4,6-pregnadiene-3,20-dione

17α-Acetoxy-6-chloro-4,6-pregnadiene-3,20-dione, 6-Chloro-6-dehydro-17α-acetoxyprogesterone, Gestafortin, Matrol, Menstridyl, 6-Chloro-17α-hydroxy-4,6-pregnadiene-3,20-dione 17-acetate

17-alpha-acetoxy-

Chlormadinone acetate,17α-Acetoxy-6-chloro-4,6-pregnadiene-3,20-dione, 6-Chloro-17α-hydroxy-4,6-pregnadiene-3,20-dione 17-acetate, 6-Chloro-6-dehydro-17α-acetoxyprogesterone, Gestafortin, Matrol, Mens

(8R,9S,10R,13S,14S,17R)-17-acetyl-6-chloro-10,13-diMethyl-3-oxo-2,3,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl acetate

Chlormadinone Acetate Solution, 100ppm

6-Chloro-17α-hydroxy-4,6-pregnadiene-3,20-dione 17-acetate

6-Chloro-6-dehydro-17α-acetoxyprogesterone

17-(Acetyloxy)-6-chloropregna-4,6-diene-3,20-dione

17-Acetoxy-6-chloro-6-dehydroprogesterone

17-alpha-Acetoxy-6-chloro-6,7-dehydroprogesterone

17-alpha-acetoxy-6-chloro-6-dehydroprogesterone

17alpha-Acetoxy-6-chloro-6-dehydroprogesterone

17-alpha-acetoxy-6-chloropregna-4,6-diene-3,20-dione

17alpha-Acetoxy-6-chloropregna-4,6-diene-3,20-dione

20-dione,17-(acetoxy)-6-chloro-pregna-6-diene-3

6-chloro-delta(sup6)-(17-alpha)acetoxyprogesterone

6-chloro-delta(sup6)-17-acetoxyprogesterone

6-chloro-delta(sup6)-dehydro-17-acetoxyprogesterone

6-Chloro-delta4,6-pregnadiene-17alpha-ol-3,20-dione 17-acetate

6-Chloro-delta6-17-acetoxyprogesterone

6-Chloro-delta6-dehydro-17-acetoxyprogesterone

6-Chloro-delta6-(17alpha)acetoxyprogesterone

6-Chloro-delta-6-17alpha-hydroxyprogesterone acetate

6-Chloro-pregna-4,6-dien-17alpha-ol-3,20-dione acetate

6-chloro-pregna-4,6-dien-17-alpha-ol-3,20-dioneacetate

6-Dehydro-6-chloro-17-alpha-acetoxyprogesterone

6-diene-3,20-dione,6-chloro-17-hydroxy-pregna-acetate

Ay 13390-6

ay13390-6

Bovisynchron

Cero

Chloramdinone acetate

N-(4-ethylsulfonylphenyl)carbamic acid cyclopentyl ester

6-chloro-17-alpha-acetoxy-4,6-pregnadiene-3,20-dione

6-Chloro-17alpha-acetoxy-4,6-pregnadiene-3,20-dione

6-chloro-17-alpha-hydroxy-delta(sup6)-progesteroneacetate

6-Chloro-17alpha-hydroxy-delta6-progesterone acetate

6-Chloro-17alpha-hydroxypregna-4,6-diene-3,20-dione acetate

6-chloro-17-alpha-hydroxypregna-4,6-diene-3,20-dioneacetate

6-Chloro-17-hydroxypregna-4,6-diene-3,20-dione acetate

6-Chloro-3,20-dioxopregna-4,6-dien-17-yl acetate

6-Chloro-6-dehydro-17alpha-hydroxyprogesterone acetate

6-chloro-6-dehydro-17-alpha-hydroxyprogesteroneacetate

6-chloro-delta(sup4,6)-pregnadiene-17-alpha-ol-3,20-dione17-acetate

CHLOROMADION 17-ACETATE VETRANAL, 100 MG

17ALPHA-ACETOXY-6-CHLORO-4,6-PREGNADIENE-3,20-DIONE

MATROL

MENSTRIDYL

GESTAFORTIN

CHLOROMADINON 17-ACETATE

CHLORMADINONE 17-ACETATE

CHLORMADINONE ACETATE

CHLORMADINONI ACETAS

ACETIC ACID (8R,9S,10R,13S,14S,17R)-17-ACETYL-6-CHLORO-10,13-DIMETHYL-3-OXO-2,3,8,9,10,11,12,13,14,15,16,17-DODECAHYDRO-1H-CYCLOPENTA[A]PHENANTHREN-17-YL ESTER