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C5145

Sigma-Aldrich

Chlormadinone acetate

≥98%

Synonym(s):

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, Menstridyl

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About This Item

Empirical Formula (Hill Notation):
C23H29ClO4
CAS Number:
302-22-7
Molecular Weight:
404.93
Beilstein:
2633614
EC Number:
206-118-0
MDL number:
MFCD00056471
UNSPSC Code:
41116107
PubChem Substance ID:
24892757
NACRES:
NA.77

Assay

≥98%

form

powder

SMILES string

[H][C@]12CC[C@@]3(C)[C@@]([H])(CC[C@]3(OC(C)=O)C(C)=O)[C@]1([H])C=C(Cl)C4=CC(=O)CC[C@]24C

InChI

1S/C23H29ClO4/c1-13(25)23(28-14(2)26)10-7-18-16-12-20(24)19-11-15(27)5-8-21(19,3)17(16)6-9-22(18,23)4/h11-12,16-18H,5-10H2,1-4H3/t16-,17+,18+,21-,22+,23+/m1/s1

InChI key

QMBJSIBWORFWQT-DFXBJWIESA-N

Gene Information

human ... PGR(5241)

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Biochem/physiol Actions

Review of progestogenic and related pharmacological effects of chlormadinone acetate.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Gunther Göretzlehner et al.
Clinical drug investigation, 31(4), 269-277 (2011-01-22)
The prescribing of extended regimens of oral contraceptives (OCs) is increasing in routine gynaecological practice as a means of reducing the number of annual menstrual bleeds. Typically, this involves taking one pill per day for, say, 84 days continuously (4×21
Ting Huang et al.
Die Pharmazie, 66(3), 212-215 (2011-05-11)
Chlormadinone acetate (CMA), a derivative of 17-a-hydroxyprogesterone, has been widely used as an orally effective progestogen in hormone replacement therapy (HRT). Glucuronidation catalyzed by UDP-glucuronosyltransferases (UGTs) is one of the major steps responsible for the metabolism of many drugs, environmental
Maurizio Guido et al.
Reproductive sciences (Thousand Oaks, Calif.), 17(8), 767-775 (2010-07-03)
This is the first study evaluating the clinical, metabolic, and hormonal effects of the ethinylestradiol-chlormadinone acetate (EECMA) combination in hirsute women with polycystic ovary syndrome (PCOS). Ultrasonographic pelvic examination, hirsutism score, and hormone profile evaluation were performed at baseline and
Nathalie Chabbert-Buffet et al.
Contraception, 83(3), 229-237 (2011-02-12)
Systemic lupus erythematosus (SLE) affects women of child-bearing age. Combined oral contraceptives can worsen the course and increase the risk of thrombosis. The objectives of this study were to provide an alternative contraception and thus evaluate the gynecological tolerability of
Peyman Hadji et al.
Contraception, 86(4), 359-365 (2012-03-27)
This prospective noninterventional study assessed the contraceptive efficacy, safety and the effects on signs of androgenization of the generic oral contraceptive containing 2 mg chlormadinone acetate/0.03 mg ethinylestradiol (CMA/EE) in a real-world setting. A total of 1440 women were investigated
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