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Key Documents

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:
Molecular Weight:
404.93
Beilstein:
2633614
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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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
R Hermes et al.
Theriogenology, 78(6), 1217-1223 (2012-08-18)
The estrous cycle length in the white rhinoceros (Ceratotherium simum) is either 4 or 10 wk. The cause(s) for this variation as well as the poor fertility rate in captivity remains under debate in this species. Most captive adult white
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
Thomas Rabe et al.
Contraception, 82(4), 358-365 (2010-09-21)
This study was conducted to examine whether small doses of ethinylestradiol (EE, 0.02 mg) and chlormadinone acetate (CMA, 2 mg) administered in a novel 24/4-day regimen during six cycles would suffice to suppress proliferation and to cause secretory changes in
Roberto Uras et al.
Contraception, 82(2), 131-138 (2010-07-27)
Chlormadinone acetate (CMA) is a progestin compound similar to progesterone, with antiandrogenic properties. In healthy eumenorrheic women, it was demonstrated that the monophasic estroprogestin formulation containing CMA (2 mg) plus ethinyl estradiol (EE) (30 mcg) (EE30+CMA) is efficacious both in

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