Medroxyprogesterone
Also known as Medroxyprogesteron, Medroxiprogesterona, Medroxyprogesteronum
Key facts
What buyers check first
- Appearance
- Crystals from chloroform
- Melting point
- 214.5 °C
- Solubility
- Solubility at 25 °C: in acetone 1 in 50, slightly soluble in ether and methanol, sol at…
- HS code
- 293723
- Category
- Hormones and steroids

What is Medroxyprogesterone?
Plain description, key identifiers and synonyms
Medroxyprogesterone is a 3-oxo 4-steroid that is pregn-4-ene-3,20-dione substituted by an alpha-hydroxy group at position 17 and a methyl group at position 6. It has a role as a contraceptive drug, a synthetic oral contraceptive and a progestin. It is a tertiary alpha-hydroxy ketone, a 17alpha-hydroxy steroid, a 20-oxo steroid and a 3-oxo-Delta(4) steroid.
Medroxyprogesterone is a steroidal progestin drug.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (6S,8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-6,10,13-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
- CAS number
- 520-85-4 CAS number cross-checked
- EC number
- 208-298-6
- Molecular formula
- C22H32O3
- UNII
- HSU1C9YRES
- MDL number
- MFCD00069474
- InChIKey
- FRQMUZJSZHZSGN-HBNHAYAOSA-N
- InChI
- InChI=1S/C22H32O3/c1-13-11-16-17(20(3)8-5-15(24)12-19(13)20)6-9-21(4)18(16)7-10-22(21,25)14(2)23/h12-13,16-18,25H,5-11H2,1-4H3/t13-,16+,17-,18-,20+,21-,22-/m0/s1
- Canonical SMILES
- CC(=O)C1(O)CCC2C3CC(C)C4=CC(=O)CCC4(C)C3CCC21C
- Isomeric SMILES
- C[C@H]1C[C@@H]2[C@H](CC[C@]3([C@H]2CC[C@@]3(C(=O)C)O)C)[C@@]4(C1=CC(=O)CC4)C
Synonyms
- Medroxyprogesteron
- Medroxiprogesterona
- Medroxyprogesteronum
- Medrossiprogesterone
- 6alpha-Methyl-17alpha-hydroxyprogesterone
- 17-Hydroxy-6alpha-methylprogesterone
- 17alpha-Hydroxy-6alpha-methylprogesterone
- Farlutal inyectable
- 6alpha-Methyl-4-pregnen-17alpha-ol-3,20-dione
- 17-Hydroxy-6alpha-methyl-pregn-4-ene-3,20-dione
- (6S,8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-6,10,13-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
- (6alpha)-17-hydroxy-6-methylpregn-4-ene-3,20-dione
- Pregn-4-ene-3,20-dione, 17-hydroxy-6-methyl-, (6alpha)-
- 17 alpha Hydroxy 6 alpha Methylprogesterone
- 17 alpha-Hydroxy-6 alpha-Methylprogesterone
- (6S,8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-6,10,13-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta(a)phenanthren-3-one
- (6 alpha)-17-hydroxy-6-methylpregn-4-ene-3,20-dione
- Methylhydroxyprogesterone
- Medroxiprogesteronum
- Medroxy Progesterone
- Medroxyprogesterone Acetate EP Impurity B
- Medroxyprogesterone (INN)
- Pregn-4-ene-3,20-dione, 17-hydroxy-6-alpha-methyl-
- Medroxyprogesterone (Standard)
- 17-hydroxy-6alpha-methylpregn-4-ene-3,20-dione
Show all 29 synonymsShow fewer synonyms
- Hydroxymethylprogesterone
- (6S,8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-6,10,13-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one
- 6-alpha-Methyl-17-alpha-hydroxyprogesterone
- Farlutal inyectable (TN)
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Crystals from chloroformexp.Measured value |
|---|---|
| Melting point | 214.5 °Cexp.Measured value |
| Solubility | Solubility at 25 °C: in acetone 1 in 50, slightly soluble in ether and methanol, sol at 25 °C in dioxane: 1 in 60 /Medoxyprogesteron acetate/exp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 344.50 g/molcalc.Computed value |
|---|---|
| Exact mass | 344.2351 Dacalc.Computed value |
| LogP (octanol/water) | 4.08calc.Computed value |
| Topological polar surface area | 54.37 Ųcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 3calc.Computed value |
| Rotatable bonds | 1calc.Computed value |
| Heavy atoms | 25calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.82calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 7calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H361Suspected of damaging fertility or the unborn child.
Precautionary statements (5)
- P203Obtain, read and follow all safety instructions before use.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P318If exposed or concerned, get medical advice.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidMedroxyprogesterone suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- Price on request
- ChinaUnclaimed profileMedroxyprogesteroneGrade, purity and minimum order on requestPrice on request
- China, YanchengUnclaimed profileMedroxyprogesteroneGrade, purity and minimum order on requestPrice on request
- United States, Rancho Cucamonga ManufacturerUnclaimed profileMedroxyprogesteroneGrade, purity and minimum order on requestPrice on request
- Bangladesh, Dhaka ManufacturerUnclaimed profileMedroxyprogesteroneGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileMedroxyprogesteroneGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profileMedroxyprogesteroneGrade, purity and minimum order on requestPrice on request
- Austria ManufacturerUnclaimed profileMedroxyprogesteroneGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profileMedroxyprogesteroneGrade, purity and minimum order on requestPrice on request
- Pakistan ManufacturerUnclaimed profileMedroxyprogesteroneGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
65 suppliers in 16 countries
- United States25
- China17
- United Kingdom4
- Germany3
- Spain2
- India2
- and 10 more countries
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Medroxyprogesterone price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
Therapeutic category (veterinary): Progestogen, estrus regulator.
Veterinary medication:.
Use classes: Pharmaceuticals.
Industries and functions
Pharmacological actions
- Contraceptives, Oral, Hormonal
- Contraceptives, Oral, Synthetic
Roles
- agonist
- contraceptive drug
- female contraceptive drug
- hormone
- molecular messenger
- oral contraceptive
- pharmaceutical
- progestin
- progestogen
- reproductive control drug
- sex hormone
- synthetic oral contraceptive
Pharmacology
Medroxyprogesterone is a Progestin.
How it is made
From 17alpha-hydroxyprogesterone by first forming the 3,21-bisethylene acetal with ethylene glycol, then treating with peracetic acid to give a mixture of the 5alpha,6alpha- and 5beta,6beta-epoxides. With methyl magnesium iodide the alpha-epoxide isomer yields the 5alpha-hydroxy-6beta-methyl derivative, which dehydrates and epimerizes with hydrogen chloride in chloroform to the delta4-6alpha-methyl compound, medroxyprogesterone.
Read more
Acylation with acetic anhydride and p-toluenesulfonic acid in acetic acid gives medroxyprogesterone acetate.
The bisethylene acetal of 17alpha-hydroxyprogesterone was treated with peracetic acid to give a mixture of 5alpha,6alpha-epoxy-17alpha-hydroxypregnane-3,20-dione bisethylene acetal and the corresponding 5beta,6beta-epoxide. The 5alpha,6alpha-epoxide was refluxed with methylmagnesium bromide in tetrahydrofuran to afford the bisethylene acetal of 5alpha,17alpha- dihydroxy-6beta-methylpregnane-3,20-dione. Dehydration by dilute sodium hydroxide in pyridine produced 6beta-methyl-17alpha-hydroxyprogesterone which was epimerized in chloroform saturated with gaseous hydrogen chloride to 6alpha-methyl-17alpha-hydroxyprogesterone. Alternatively, dehydration and epimerization of 5alpha,17beta-dihydroxy-6beta-methylpregnane- 3,20-dione bisethylene acetal could be effected directly with chloroform or hydrogen chloride. Acylation with acetic anhydride, acetic acid and para-toluenesulfonic acid produced medroxyprogesterone acetate.
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Medroxyprogesterone is traded under.
Oestrogens and progestogens
- China42.9%
- Italy18.4%
- Netherlands8.9%
- India * partner reported12.1%
- United States11.0%
- Belgium8.3%
* Partner reported figures, a lower bound.
The HS code shown for Medroxyprogesterone is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Medroxyprogesterone, based on the data on this page
What is Medroxyprogesterone?
What is the CAS number of Medroxyprogesterone?
What is the molecular formula and weight of Medroxyprogesterone?
What is Medroxyprogesterone used for?
Is Medroxyprogesterone hazardous?
What is the HS code of Medroxyprogesterone?
Where can I buy Medroxyprogesterone?
Where can I buy Medroxyprogesterone in India?
What is the price of Medroxyprogesterone?
Guides for buyers
Practical guides that help when you source, ship or handle Medroxyprogesterone
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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