CompoundList

Medroxyprogesterone

Also known as Medroxyprogesteron, Medroxiprogesterona, Medroxyprogesteronum

Medroxyprogesterone chemical structure, C22H32O3, CAS 520-85-4
2D chemical structure

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
Illustrative photo, assorted laboratory chemical bottles and jars on a laboratory bench
Typical packagingIllustrative packaging image, not the actual product

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 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.
Melting point
214.5 °Cexp.
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.

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.
Exact mass
344.2351 Dacalc.
LogP (octanol/water)
4.08calc.
Topological polar surface area
54.37 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
1calc.
Heavy atoms
25calc.
Rings
4calc.
Aromatic rings
0calc.
Fraction sp3 carbons
0.82calc.
Formal charge
0calc.
Stereocentres
7calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C1C=C2CCC3C4CCCC4CCC3C2CC1

O=C1C=C2CCC3C4CCCC4CCC3C2CC1

4 rings, 18 atoms.

1,419 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS08: Serious health hazard
Serious health hazard

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 aid

Medroxyprogesterone suppliers

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All 65 suppliers
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Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.

Where suppliers are based

65 suppliers in 16 countries

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Medroxyprogesterone price

Indicative price range per kg from live supplier offers

No published prices right now

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Uses and applications

What the substance is used for, by industry and function

Therapeutic category (veterinary): Progestogen, estrus regulator.

Veterinary medication:.

Use classes: Pharmaceuticals.

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.

HS 2937.23Indicative HS code

Oestrogens and progestogens

World exports in 2024
$762M
−2.3% vs 2023, imports $693M
2019 to 2024
Top exporters
  1. China42.9%
  2. Italy18.4%
  3. Netherlands8.9%
Top importers
  1. India * partner reported12.1%
  2. United States11.0%
  3. Belgium8.3%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

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?

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.

What is the CAS number of Medroxyprogesterone?

The CAS registry number of Medroxyprogesterone is 520-85-4.

What is the molecular formula and weight of Medroxyprogesterone?

The molecular formula of Medroxyprogesterone is C22H32O3 and its molar mass is 344.50 g/mol.

What is Medroxyprogesterone used for?

Therapeutic category (veterinary): Progestogen, estrus regulator. Veterinary medication:. Use classes: Pharmaceuticals.

Is Medroxyprogesterone hazardous?

Medroxyprogesterone carries the GHS signal word "Warning". Main hazards: suspected of damaging fertility or the unborn child. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Medroxyprogesterone?

Medroxyprogesterone is usually classified under HS code 293723 (Oestrogens and progestogens). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Medroxyprogesterone?

CompoundList lists 65 suppliers of Medroxyprogesterone in United States, China, United Kingdom, Germany and 12 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Medroxyprogesterone in India?

2 suppliers in India list Medroxyprogesterone on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Medroxyprogesterone?

Suppliers quote Medroxyprogesterone on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Medroxyprogesterone

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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