6-Chloro-3,20-dioxopregna-4,6-dien-17-yl acetate
Basic information
- CAS
302-22-7- Standard SMILES
CC(=O)OC1(C(C)=O)CCC2C3C=C(Cl)C4=CC(=O)CCC4(C)C3CCC21C- InChIKey
QMBJSIBWORFWQT-UHFFFAOYSA-N- Molecular formula
- C23H29ClO4
- Average molar mass
- 404.9 g/mol
- Monoisotopic mass
- 404.1754371
Names & identifiers
- Preferred name
- 6-Chloro-3,20-dioxopregna-4,6-dien-17-yl acetate
- IUPAC
- (17-acetyl-6-chloro-10,13-dimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl) acetate
- English name
- Chlormadinone acetate
- Molecular formula
- C23H29ClO4
- Molecular weight
- 404.93
Names & synonyms
6-Chloro-3,20-dioxopregna-4,6-dien-17-yl acetateRefChem:1073872DTXCID10209022DTXSID20859315C-Quens(17-acetyl-6-chloro-10,13-dimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl) acetateBovisynchronFertilettenChlordionClordionLutinylMinipill
Show more names
CMAChlormadinoneGESTAFORTINCHLOROMADINON 17-ACETATE17α-acetoxy-6-chloro-4,6-pregnadiene-3,20-dioneCerost155MATROL
SkeduleRetexSynchrosyn PSkedule TMLutoral (Syntex)Chloramdinone acetateChloromadinone acetateRS 1280
Database identifiers
- CAS
302-22-7- PubChem CID
- 2714
Properties
Computed structural properties
- XLogP
- 3.6
- Topological polar surface area
- 60.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 826
Experimental & physicochemical properties
DrugsPharmaceuticals
Physicochemical properties
- Melting point
- 212 °C · 212°C
- alpha
- 6 ° · D +6° (c = 1 in CHCl3)
- Boiling point
- 512.5 · 512.5±50.0 °C(Predicted)
- Density
- 1.1345 · 1.1345 (estimate)
- storage temp.
- -20 °C · 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
- 285 nm · 285nm(EtOH)(lit.)
- Merck
- 14 · 14,2102
- BRN
- 2633614 · 2633614
- Henry's Law Constant
- 1.8 · 1.8×104 mol/(m3Pa) at 25℃, HSDB (2015)
- 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
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- rtecs
- TU3750000
- hs_code
- 29372390
- 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.
- risk_code
- 60-61-40-48
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- hazard_code
- T
- safety_code
- 53-22-36/37/39-45
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H351-H360
- Precautionary statements
- P202-P405-P501-P201-P280-P308+P313-P281
- Hazardous Substances Data
- 302-22-7(Hazardous Substances Data)
Chemistry & industry
Applications
DescriptionChlormadinone acetate is a synthetic progestin. It binds to progesterone, androgen, and glucocorticoid receptors in vitro (Kis = 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.
UsesOrally active progesteron with antiandrogenic activity; has been used in combinations as an oral contraceptive. Progestogen; antineoplastic (hormonal).
Usestranquilizer, neuroleptic, alpha adrenergic blocker
Upstream & downstream products
Upstream raw materials
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