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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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Valéria A Gomes et al.
Basic & clinical pharmacology & toxicology, 111(3), 211-216 (2012-04-19)
Biochemical markers of cardiovascular disease, including matrix metalloproteinases (MMPs), are altered in women with polycystic ovary syndrome (PCOS), with many of these alterations thought to be due to excess androgen concentrations. Despite oral contraceptives (OCs) being the first-line pharmacological treatment
Takatsugu Okegawa et al.
International journal of urology : official journal of the Japanese Urological Association, 17(11), 950-955 (2010-09-03)
Outcomes of alternative (second-line) antiandrogen therapy in 112 patients with relapsing prostate cancer after first-line hormonal therapy were analyzed. A good response (prostate-specific antigen [PSA] decrease 50%) and a partial response (PSA decrease of 0–50%) by switching from bicalutamide (BCL)
Georg A K Schramm et al.
Contraception, 84(4), 390-401 (2011-09-17)
The study was conducted to assess the contraceptive efficacy, cycle events, dysmenorrhea symptoms and skin complaints of a combined oral contraceptive containing 2 mg chlormadinone acetate/0.03 mg ethinylestradiol (CMA/EE) (Belara®, Grünenthal GmbH, Aachen, Germany) in adolescent and adult women using
M Kerscher et al.
Journal of the European Academy of Dermatology and Venereology : JEADV, 27(5), 601-608 (2012-03-13)
Skin and hair appearance is important to body image. Oily skin and oily, impaired hair quality, which can develop in women taking certain types of hormonal contraceptives, may cause psychosocial stress. The aim of the current study was to investigate
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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