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Substance Name: Chlormadinone acetate [USAN:JAN:NF]
RN: 302-22-7
UNII: 0SY050L61N
InChIKey: QMBJSIBWORFWQT-DFXBJWIESA-N

Note

  • An orally active synthetic progestational hormone used often in combinations as an oral contraceptive (CONTRACEPTIVES, ORAL).

Molecular Formula

  • C23-H29-Cl-O4

Molecular Weight

  • 404.9311
 

Classification Codes

  • Androgen Antagonists
  • Contraceptive Agents
  • Contraceptive Agents, Female
  • Contraceptive Agents, Hormonal
  • Contraceptives, Oral
  • Contraceptives, Oral, Hormonal
  • Contraceptives, Oral, Synthetic
  • Drug / Therapeutic Agent
  • Hormone
  • Hormone Antagonists
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Human Data
  • Mutation Data
  • Progestin
  • Reproductive Control Agents
  • Reproductive Effect
  • Tumor Data
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Names and Synonyms

Name of Substance

  • Chlormadinone acetate
  • Chlormadinone acetate [USAN:JAN:NF]

MeSH Heading

  • Chlormadinone acetate

Synonyms

  • 17-(Acetyloxy)-6-chloropregna-4,6-diene-3,20-dione
  • 17-alpha-Acetoxy-6-chloro-4,6-pregnadiene-3,20-dione
  • 17-alpha-Acetoxy-6-chloro-6,7-dehydroprogesterone
  • 17-alpha-Acetoxy-6-chloro-6-dehydroprogesterone
  • 17alpha-Acetoxy-6-chloro-6-dehydroprogesterone
  • 6-Chloro-17-alpha-acetoxy-4,6-pregnadiene-3,20-dione
  • 6-Chloro-17-alpha-hydroxy-delta(sup 6)-progesterone acetate
  • 6-Chloro-17-hydroxypregna-4,6-diene-3,20-dione acetate
  • 6-Chloro-17alpha-hydroxypregna-4,6-diene-3,20-dione acetate
  • 6-Chloro-6-dehydro-17-alpha-acetoxyprogesterone
  • 6-Chloro-6-dehydro-17-alpha-hydroxyprogesterone acetate
  • 6-Chloro-6-dehydro-17alpha-acetoxyprogesterone
  • 6-Chloro-6-dehydro-17alpha-hydroxyprogesterone acetate
  • 6-Chloro-delta(sup 4,6)-pregnadiene-17-alpha-ol-3,20-dione 17-acetate
  • 6-Chloro-delta(sup 6)-17-acetoxyprogesterone
  • 6-Chloro-delta(sup 6)-dehydro-17-acetoxyprogesterone
  • 6-Chloro-delta-6-17alpha-hydroxyprogesterone acetate
  • 6-Chloro-delta6-(17alpha)acetoxyprogesterone
  • 6-Chloro-delta6-17-acetoxyprogesterone
  • 6-Chloro-pregna-4,6-dien-17-alpha-ol-3,20-dione acetate
  • 6-Chloro-pregna-4,6-dien-17alpha-ol-3,20-dione acetate
  • 6-Dehydro-6-chloro-17-alpha-acetoxyprogesterone
  • Ay 13390-6
  • Bovisynchron
  • C-Quens
  • CAP (ambiguous)
  • CCRIS 129
  • Cero
  • Chloramdinone acetate
  • Chlordion
  • Chlormadinon acetate
  • Chlormadinone
  • Chlormadinone acetate
  • Chlormadinonu
  • Chlormadinonu [Polish]
  • Chloromadinone acetate
  • Clordion
  • delta(sup 6)-6-Chloro-17-alpha-acetoxyprogesterone
  • delta(sup 6)-6-Chloro-17alpha-acetoxyprogesterone
  • EINECS 206-118-0
  • Fertiletten
  • Gestafortin
  • HSDB 3591
  • ICI 39575
  • Lormin
  • Luteran
  • Lutestral
  • Lutinyl
  • Lutoral (syntex)
  • Matrol
  • Menstridyl
  • Minipill
  • Normenon
  • NSC 92338
  • NSC-92338
  • Pregna-4,6-diene-3,20-dione, 17-(acetoxy)-6-chloro-
  • Progesterone, 6-chloro-6-dehydro-17-hydroxy-, acetate
  • Retex
  • RS 1280
  • Skedule
  • Skedule TM
  • STG 155
  • Synchrosyn
  • Synchrosyn P
  • Traslan
  • UNII-0SY050L61N
  • Verton

Systematic Names

  • Chlormadinone acetate
  • Pregna-4,6-diene-3,20-dione, 17-(acetyloxy)-6-chloro-
  • Pregna-4,6-diene-3,20-dione, 6-chloro-17-hydroxy-, acetate

Superlist Names

  • Chlormadinone
  • Chlormadinone acetate [Progestins]

Registry Numbers

CAS Registry Number

  • 302-22-7

FDA UNII

  • 0SY050L61N

System Generated Number

  • 0000302227

Structure Descriptors

InChI

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

InChIKey

QMBJSIBWORFWQT-DFXBJWIESA-N

Smiles

CC(=O)O[C@@]1(CC[C@H]2[C@@H]3C=C(Cl)C4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C)C(=O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 3gm/kg (3000mg/kg) ENDOCRINE: ADRENAL CORTEX HYPOPLASIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 11, Pg. 571, 1977.
mouse LD50 intravenous > 2gm/kg (2000mg/kg) BEHAVIORAL: ATAXIA

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 1121, 1978.
mouse LD50 oral > 15gm/kg (15000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

ENDOCRINE: ADRENAL CORTEX HYPOPLASIA
Kiso to Rinsho. Clinical Report. Vol. 11, Pg. 571, 1977.
mouse LD50 subcutaneous > 10gm/kg (10000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

ENDOCRINE: ADRENAL CORTEX HYPOPLASIA
Kiso to Rinsho. Clinical Report. Vol. 11, Pg. 571, 1977.
rat LD50 intraperitoneal 5gm/kg (5000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 217, 1970.
rat LD50 oral > 10gm/kg (10000mg/kg) ENDOCRINE: ADRENAL CORTEX HYPOPLASIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 11, Pg. 571, 1977.
rat LD50 subcutaneous > 10gm/kg (10000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

ENDOCRINE: ADRENAL CORTEX HYPOPLASIA
Kiso to Rinsho. Clinical Report. Vol. 11, Pg. 571, 1977.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 213 deg C   EXP
log P (octanol-water) 3.950 (none)   EST
Atmospheric OH Rate Constant 7.04E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.