- MEDROXYPROGESTERONE
- Medroxyprogesterone 17-acetate
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Cas Database |
| Name |
Medroxyprogesterone 17-acetate |
EINECS | 200-757-9 |
| CAS No. | 71-58-9 | Density | 1.13 g/cm3 |
| PSA | 60.44000 | LogP | 4.51270 |
| Solubility | <0.1 g/100 mL at 23 °C in water | Melting Point |
206-207 °C(lit.) |
| Formula | C24H34O4 | Boiling Point | 496.4 °C at 760 mmHg |
| Molecular Weight | 386.532 | Flash Point | 213.2 °C |
| Transport Information | N/A | Appearance | white crystalline powder |
| Safety | 22-36/37/39-45 | Risk Codes | 40-48 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| Synonyms |
Pregn-4-ene-3,20-dione,17-hydroxy-6a-methyl-, acetate(7CI,8CI);Progesterone, 17-hydroxy-6a-methyl-, acetate (6CI);17a-Acetoxy-6a-methylprogesterone;17a-Hydroxy-6a-methyl-4-pregnene-3,20-dione17-acetate;17a-Hydroxy-6a-methylprogesteroneacetate;6a-Methyl-17-acetoxyprogesterone;6a-Methyl-17a-acetoxy-D4-pregnene-3,20-dione;6a-Methyl-17a-acetoxypregn-4-ene-3,20-dione;Amen;CBP 1011;Clinovir;Colirest;Curretab;Cycrin;DMPA;Depo-Prodasone;Depo-Ralovera;Depo-promone;Depomedroxyprogesterone acetate;Farlutal;Farlutin;Lutoral;Medroprogesterone acetate; |
Article Data | 32 |
Medroxyprogesterone 17-acetate Synthetic route
- 32634-95-0
17α-Acetoxy-6-methylene-pregn-4-ene-3,20-dione
- 71-58-9
Medroxyprogesterone acetate
| Conditions | Yield |
|---|---|
| With ethanol; 5%-palladium/activated carbon In cyclohexene at 75 - 78℃; for 5h; Reagent/catalyst; Temperature; | 87.5% |
| With sodium acetate; cyclohexene; palladium on activated charcoal In ethanol; water Heating / reflux; |
- 809-01-8
3-cycloethylenedioxy-6-methyl-17α-acetoxy-pregn-5-ene-20-one
- 71-58-9
Medroxyprogesterone acetate
| Conditions | Yield |
|---|---|
| With silica gel; copper(II) sulfate In chloroform for 2h; Heating; | 81% |
| Conditions | Yield |
|---|---|
| With cyclohexanone; aluminum isopropoxide; toluene | |
| With aluminum isopropoxide |
| Conditions | Yield |
|---|---|
| With hydrogenchloride |
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid; acetic acid |
- 71-58-9
Medroxyprogesterone acetate
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal In methanol |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 7 steps 1: benzene; toluene-4-sulfonic acid 2: peroxybenzoic acid; chloroform 3: benzene; diethyl ether 4: aqueous methanol.H2SO4 5: CrO3; pyridine 6: aqueous HCl 7: acetic acid; toluene-4-sulfonic acid View Scheme |
- 113665-92-2
3β,5,17-trihydroxy-6β-methyl-5α-pregnan-20-one
- 71-58-9
Medroxyprogesterone acetate
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: CrO3; pyridine 2: aqueous HCl 3: acetic acid; toluene-4-sulfonic acid View Scheme |
- 23706-51-6
5,17-dihydroxy-6β-methyl-5α-pregnane-3,20-dione
- 71-58-9
Medroxyprogesterone acetate
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: aqueous HCl 2: acetic acid; toluene-4-sulfonic acid View Scheme | |
| Multi-step reaction with 2 steps 1: HCl; CHCl3 2: acetic acid; toluene-4-sulfonic acid View Scheme | |
| Multi-step reaction with 3 steps 1: pyridine; aq. NaOH solution 2: HCl; CHCl3 3: acetic acid; toluene-4-sulfonic acid View Scheme |
- 19699-76-4
20,20-ethanediyldioxy-6β-methyl-5α-pregnane-3β,5,17-triol
- 71-58-9
Medroxyprogesterone acetate
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: aqueous methanol.H2SO4 2: CrO3; pyridine 3: aqueous HCl 4: acetic acid; toluene-4-sulfonic acid View Scheme |
Medroxyprogesterone 17-acetate Chemical Properties
The Molecular Structure of Medroxyprogesterone Acetate (CAS NO.71-58-9):
Empirical Formula: C24H34O4
Molecular Weight: 386.5244
Appearance: white crystalline powder
Nominal Mass: 386
Average Mass: 386.5244
Monoisotopic Mass: 386.24571
Index of Refraction: 1.538
Molar Refractivity: 106.71 cm3
Molar Volume: 340.8 cm3
Surface Tension: 43.2 dyne/cm
Density: 1.13 g/cm3
Flash Point: 213.2 °C
Enthalpy of Vaporization: 76.41 kJ/mol
Boiling Point: 496.4 °C at 760 mmHg
Vapour Pressure: 5.44E-10 mmHg at 25 °C
Water Solubility: <0.1 g/100 mL at 23 °C
Melting Point: 206-207 °C
Stability: Stable, but weakly air and light sensitive. Incompatible with strong oxidizing agents
Classification Code: 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
IUPAC Name: [(6S,8R,9S,10R,13S,14S,17R)-17-Acetyl-6,10,13-trimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
Synonyms: (6-Alpha)-17-(acetyloxy)-6-methylpreg-4-ene-3,20-dione ; 17-(Acetyloxy)-6-methyl-(6-alpha)-pregn-4-ene-20-dione ; 17-(Acetyloxy)-6-methyl-20-dion(6alpha)-pregn-4-ene- ; 17-Acetoxy-6-alpha-methylprogesterone ; 17-Alpha-hydroxy-6-alpha-methylpregn-4-ene-3,20-dioneacetate ; 17-Alpha-hydroxy-6-alpha-methyl-progesteronacetate ; 17-Alpha-hydroxy-6-alpha-methylprogesteroneacetate ; 17-Hydroxy-6-alpha-methylpregn-4-ene-3,20-dioneacetate
Medroxyprogesterone 17-acetate Toxicity Data With Reference
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.
Medroxyprogesterone 17-acetate Safety Profile
Hazard Codes: 
Xn
Risk Statements: 40-48
R40: Limited evidence of a carcinogenic effect
R48: Danger of serious damage to health by prolonged exposur
Safety Statements: 22-36/37/39-45
S22: Do not breathe dust
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
WGK Germany: 3
RTECS: TU5010000
Medroxyprogesterone 17-acetate Specification
Incompatibilities: Flammable and/or toxic gases are generated by combination with with alkali metals, nitrides, and strong reducing agents Reacts with oxoacids and carboxylic acids to form esters plus water Incompatible with oxidizing agents.
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