Synonym
Chlormadinone; Chlormadinon; Chlormadinonum; Clormadinona
IUPAC/Chemical Name
Pregna-4,6-diene-3,20-dione, 6-chloro-17-hydroxy-
InChi Key
VUHJZBBCZGVNDZ-TTYLFXKOSA-N
InChi Code
InChI=1S/C21H27ClO3/c1-12(23)21(25)9-6-16-14-11-18(22)17-10-13(24)4-7-19(17,2)15(14)5-8-20(16,21)3/h10-11,14-16,25H,4-9H2,1-3H3/t14-,15+,16+,19-,20+,21+/m1/s1
SMILES Code
CC([C@@]1(O)CC[C@@]2([H])[C@]3([H])C=C(Cl)C4=CC(CC[C@]4(C)[C@@]3([H])CC[C@]12C)=O)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
362.89
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Guerra-Tapia A, Sancho Pérez B. Ethinylestradiol/Chlormadinone acetate: dermatological benefits. Am J Clin Dermatol. 2011 Sep 6;12 Suppl 1(Suppl 1):3-11. doi: 10.2165/1153874-S0-000000000-00000. PMID: 21895044; PMCID: PMC7382656.
2: Curran MP, Wagstaff AJ. Ethinylestradiol/chlormadinone acetate. Drugs. 2004;64(7):751-60; discussion 761-2. doi: 10.2165/00003495-200464070-00005. PMID: 15025547.
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4: Bouchard P. Chlormadinone acetate (CMA) in oral contraception--a new opportunity. Eur J Contracept Reprod Health Care. 2005;10 Suppl 1:7-11. doi: 10.1080/13625180500434889. PMID: 16356876.
5: Ishizuka N, Chihara T, Nakanishi T, Iida M, Kitanishi M. [Chlormadinone]. Saishin Igaku. 1965 May;20(5):1180-95. Japanese. PMID: 4161035.
6: Guido M, Romualdi D, Campagna G, Ricciardi L, Bompiani A, Lanzone A. Ethinylestradiol-chlormadinone acetate combination for the treatment of hirsutism and hormonal alterations of normal-weight women with polycystic ovary syndrome: evaluation of the metabolic impact. Reprod Sci. 2010 Aug;17(8):767-75. doi: 10.1177/1933719110371515. PMID: 20595709.
7: Druckmann R. Profile of the progesterone derivative chlormadinone acetate - pharmocodynamic properties and therapeutic applications. Contraception. 2009 Apr;79(4):272-81. doi: 10.1016/j.contraception.2008.10.017. Epub 2009 Jan 17. PMID: 19272496.
8: Zeng J, Chen J, Chen L, Zheng W, Cao Y, Huang T. Enhanced Oral Bioavailability of Chlormadinone Acetate through a Self-Microemulsifying Drug Delivery System for a Potential Dose Reduction. AAPS PharmSciTech. 2018 Nov;19(8):3850-3858. doi: 10.1208/s12249-018-1193-y. Epub 2018 Oct 2. PMID: 30280353.
9: Chlormadinone acetate. IARC Monogr Eval Carcinog Risk Chem Hum. 1979 Dec;21:365-75. PMID: 94586.
10: Zaun H. Chlormadinonacetat als isolierte Therapie [Chlormadinone acetate alone as therapy]. Hautarzt. 1996 Jan;47(1):66. German. doi: 10.1007/s001050050379. PMID: 8835009.
