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Substance Name: Medroxyprogesterone acetate [USP:JAN]
RN: 71-58-9
UNII: C2QI4IOI2G
InChIKey: PSGAAPLEWMOORI-PEINSRQWSA-N

Note

  • A synthetic progestin that is derived from 17-hydroxyprogesterone. It is a long-acting contraceptive that is effective both orally or by intramuscular injection and has also been used to treat breast and endometrial neoplasms.

Molecular Formula

  • C24-H34-O4

Molecular Weight

  • 386.5286
 

Classification Codes

Classification Codes

  • Antineoplastic Agents
  • Antineoplastic Agents, Hormonal
  • Contraceptive Agents
  • Contraceptive Agents, Female
  • Contraceptive Agents, Male
  • Drug / Therapeutic Agent
  • Hormone
  • Human Data
  • Mutation Data
  • Progestin
  • Reproductive Control Agents
  • Reproductive Effect
  • Tumor Data

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 2B

Names and Synonyms

Name of Substance

  • Medroxyprogesterone 17-acetate
  • Medroxyprogesterone acetate [USP:JAN]

MeSH Heading

  • Medroxyprogesterone acetate

Synonyms

  • (6-alpha)-17-(Acetyloxy)-6-methylpreg-4-ene-3,20-dione
  • 17-Acetoxy-6-alpha-methylprogesterone
  • 17-alpha-Acetoxy-6-alpha-methylpregn-4-ene-3,20-dione
  • 17-alpha-Hydroxy-6-alpha-methylpregn-4-ene-3,20-dione acetate
  • 17-alpha-Hydroxy-6-alpha-methylprogesterone acetate
  • 17-Hydroxy-6alpha-methylpregn-4-ene-3,20-dione acetate
  • 17alpha-Acetoxy-6-alpha-methylpregn-4-ene-3,20-dione
  • 17alpha-Acetoxy-6alpha-methylprogesterone
  • 17alpha-Hydroxy-6-alpha-methylprogesterone acetate
  • 17alpha-Hydroxy-6alpha-methylpregn-4-ene-3,20-dione acetate
  • 17alpha-Hydroxy-6alpha-methylprogesterone acetate
  • 4-08-00-02212 (Beilstein Handbook Reference)
  • 6-alpha-Methyl-17-acetoxy progesterone
  • 6-alpha-Methyl-17-alpha-acetoxypregn-4-ene-3,20-dione
  • 6-alpha-Methyl-17-alpha-acetoxyprogesterone
  • 6-alpha-Methyl-17-alpha-hydroxyprogesterone acetate
  • 6-alpha-Methyl-4-pregnene-3,20-dion-17-alpha-ol acetate
  • 6alpha-Methyl-17-acetoxyprogesterone
  • 6alpha-Methyl-17alpha-acetoxypregn-4-ene-3,20-dione
  • 6alpha-Methyl-17alpha-acetoxyprogesterone
  • 6alpha-Methyl-17alpha-hydroxyprogesterone acetate
  • 6alpha-Methyl-4-pregnene-3,20-dion-17alpha-ol acetate
  • 6alpha-Pregn-4-ene-3,20-dione, 17-(acetyloxy)-6-methyl-
  • AI3-60127
  • Amen
  • Aragest
  • Aragest 5
  • BRN 2066112
  • CCRIS 371
  • Clinofem
  • Clinovir
  • Curretab
  • Cycrin
  • Cykrina
  • Depcorlutin
  • Depo-Clinovir
  • Depo-Map
  • Depo-Medroxyprogesterone acetate
  • Depo-Prodasone
  • Depo-progestin
  • Depo-Progevera
  • Depo-Promone
  • Depo-Provera
  • Depo-Provera Contraceptive
  • Depo-Ralovera
  • Depo-subq provera
  • Depo-subQ provera 104
  • Depocon
  • Deporone
  • Depot medroxyprogesterone acetate
  • Depot-medroxyprogesterone acetate
  • DMPA
  • DP150
  • Dugen
  • EINECS 200-757-9
  • Farlutal
  • Farlutin
  • Gestapuran
  • Hysron
  • Indivina
  • Lutopolar
  • Lutoral
  • MAP
  • MAP (steroid)
  • Med-Pro
  • Medrosterona
  • Medroxyacetate progesterone
  • Medroxyprogesterone 17-acetate
  • Medroxyprogesterone acetate
  • Mepastat
  • Meprate
  • Methylacetoxyprogesterone
  • Metigestrona
  • MPA GYM
  • MPA Hexal
  • MPA-beta
  • MPA-Noury
  • Nadigest
  • Nidaxin
  • NSC 21171
  • NSC-26386
  • Oragest
  • Perlutex
  • Perlutex Leo
  • Prodasone
  • Progestalfa
  • Progesterone, 17-alpha-hydroxy-6-alpha-methyl-, acetate
  • Progesterone, 17-hydroxy-6alpha-methyl-, acetate
  • Progeston
  • Progevera
  • Promone-E
  • Provera
  • Provera dosepak
  • Proverone
  • Ralovera
  • Repromap
  • Repromix
  • Sirprogen
  • Sumiferm
  • Supprestral
  • Suprestral
  • U 8839
  • UNII-C2QI4IOI2G
  • Veramix
  • Veraplex

Systematic Names

  • (6-alpha)-Pregn-4-ene-3,20-dione, 17-(acetyloxy)-6-methyl-
  • Medroxyprogesterone acetate
  • Pregn-4-ene-3,20-dione, 17-(acetyloxy)-6-methyl-, (6alpha)-
  • Pregn-4-ene-3,20-dione, 17-hydroxy-6alpha-methyl-, acetate (8CI)

Superlist Names

  • Medroxyprogesterone acetate
  • Medroxyprogesterone acetate [Progestins]

Registry Numbers

CAS Registry Number

  • 71-58-9

FDA UNII

  • C2QI4IOI2G

System Generated Number

  • 0000071589

Structure Descriptors

InChI

1S/C24H34O4/c1-14-12-18-19(22(4)9-6-17(27)13-21(14)22)7-10-23(5)20(18)8-11-24(23,15(2)25)28-16(3)26/h13-14,18-20H,6-12H2,1-5H3/t14-,18+,19-,20-,22+,23-,24-/m0/s1

InChIKey

PSGAAPLEWMOORI-PEINSRQWSA-N

Smiles

C1[C@H]2[C@H]3[C@@]([C@](C(C)=O)(OC(C)=O)CC3)(CC[C@@H]2[C@@]2(C(=CC(=O)CC2)[C@H]1C)C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. -, Pg. 1196, 1990.
mouse LD50 intraperitoneal > 1500mg/kg (1500mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 18, Pg. 6135, 1984.
mouse LD50 oral > 16gm/kg (16000mg/kg) ENDOCRINE: ADRENAL CORTEX HYPOPLASIA Kiso to Rinsho. Clinical Report. Vol. 18, Pg. 6135, 1984.
mouse LD50 subcutaneous > 1500mg/kg (1500mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 18, Pg. 6135, 1984.
rat LD50 intraperitoneal > 900mg/kg (900mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 18, Pg. 6135, 1984.
rat LD50 oral > 6400mg/kg (6400mg/kg) LIVER: OTHER CHANGES Kiso to Rinsho. Clinical Report. Vol. 18, Pg. 6135, 1984.
rat LD50 subcutaneous > 900mg/kg (900mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 18, Pg. 6135, 1984.
women TDLo intravenous 10mg/kg (10mg/kg) SENSE ORGANS AND SPECIAL SENSES: INCREASED INTRAOCULAR PRESSURE: EYE Advances in Planned Parenthood. Vol. 8, Pg. 103, 1972.
women TDLo intravenous 21mg/kg (21mg/kg) SENSE ORGANS AND SPECIAL SENSES: INCREASED INTRAOCULAR PRESSURE: EYE Advances in Planned Parenthood. Vol. 8, Pg. 103, 1972.