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Chemistry

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Also known as: Medrogesterone, Colprone, Prothil, Etogyn, Colpro, Metrogestone
Molecular Formula
C23H32O2
Molecular Weight
340.5  g/mol
InChI Key
HCFSGRMEEXUOSS-JXEXPEPMSA-N
FDA UNII
077DN93G5B

Medrogestone
6,17-Dimethylpregna-4,6-diene-3,20-dione. A synthetic progestational hormone with actions similar to those of progesterone. It is used in the treatment of menstrual irregularities and has also been employed in the treatment of prostatic hypertrophy and endometrial carcinoma.
1 2D Structure

Medrogestone

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(8R,9S,10R,13S,14S,17S)-17-acetyl-6,10,13,17-tetramethyl-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-3-one
2.1.2 InChI
InChI=1S/C23H32O2/c1-14-12-17-18(21(3)9-6-16(25)13-20(14)21)7-11-23(5)19(17)8-10-22(23,4)15(2)24/h12-13,17-19H,6-11H2,1-5H3/t17-,18+,19+,21-,22-,23+/m1/s1
2.1.3 InChI Key
HCFSGRMEEXUOSS-JXEXPEPMSA-N
2.1.4 Canonical SMILES
CC1=CC2C(CCC3(C2CCC3(C)C(=O)C)C)C4(C1=CC(=O)CC4)C
2.1.5 Isomeric SMILES
CC1=C[C@@H]2[C@H](CC[C@]3([C@H]2CC[C@]3(C)C(=O)C)C)[C@@]4(C1=CC(=O)CC4)C
2.2 Other Identifiers
2.2.1 UNII
077DN93G5B
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Colpro

2. Colprone

3. Prothil

2.3.2 Depositor-Supplied Synonyms

1. Medrogesterone

2. Colprone

3. Prothil

4. Etogyn

5. Colpro

6. Metrogestone

7. 977-79-7

8. 6,17-dimethylpregna-4,6-diene-3,20-dione

9. Ay-62022

10. 6,17-dimethyl-6-dehydroprogesterone

11. Pregna-4,6-diene-3,20-dione, 6,17-dimethyl-

12. Nsc-123018

13. Ay 62022

14. 6-methyl-6-dehydro-17-methylprogesterone

15. 077dn93g5b

16. Ay-13615s

17. Ay-13615

18. Ay 13615s

19. Medrogestona

20. Medrogestonum

21. (8r,9s,10r,13s,14s,17s)-17-acetyl-6,10,13,17-tetramethyl-2,8,9,11,12,14,15,16-octahydro-1h-cyclopenta[a]phenanthren-3-one

22. Medrogestonum [inn-latin]

23. Medrogestona [inn-spanish]

24. Medrogeston

25. Unii-077dn93g5b

26. Medrogestone [usan:inn:ban]

27. Einecs 213-555-0

28. Nsc 123018

29. Brn 2302887

30. Medrogestone [mi]

31. Medrogestone (usan/inn)

32. Medrogestone [inn]

33. Medrogestone [usan]

34. R 13615

35. Medrogestone [mart.]

36. Medrogestone [who-dd]

37. Schembl140614

38. Chembl2106825

39. Dtxsid70878637

40. Chebi:135446

41. Zinc4216820

42. Db09124

43. D04885

44. 977m797

45. Q6807285

46. (8r,9s,10r,13s,14s,17s)-17-acetyl-6,10,13,17-tetramethyl-8,9,10,11,12,13,14,15,16,17-decahydro-1h-cyclopenta[a]phenanthren-3(2h)-one

2.4 Create Date
2006-10-25
3 Chemical and Physical Properties
Molecular Weight 340.5 g/mol
Molecular Formula C23H32O2
XLogP34.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Exact Mass340.240230259 g/mol
Monoisotopic Mass340.240230259 g/mol
Topological Polar Surface Area34.1 Ų
Heavy Atom Count25
Formal Charge0
Complexity714
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Medrogestone is indicated as adjunct to treat endometial shedding in menopausal women, to treat secondary amenorrhea, to induce menses and to treat dysfunctional uterine bleeding in adult and adolescent women.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Medrogestone was created as a more potent and orally active option of progesterone. In pre-clinical trials, medrogestone was proven to have four times more progestational activity than progesterone with a similar duration effect than the one found for 17-hydroxyprogesterone. Medrogestone was also able to maintain pregnancy and prevented ovulation in ovariectomized rats. Administration of medrogestone, alone or with premarin, prevented pregnancy, as well as it suppressed ovarian weight increase by nearly 100% of the tested individuals. Medrogestone does not produce any androgenic effect but it presented a marked anti-androgenic effect. It did not present an oestrogenic effect, nor changes in organ weight or histological appearance in adrenal glands or thymus and it does not present any anti-inflammatory effects.


5.2 MeSH Pharmacological Classification

Antineoplastic Agents, Hormonal

Antineoplastic agents that are used to treat hormone-sensitive tumors. Hormone-sensitive tumors may be hormone-dependent, hormone-responsive, or both. A hormone-dependent tumor regresses on removal of the hormonal stimulus, by surgery or pharmacological block. Hormone-responsive tumors may regress when pharmacologic amounts of hormones are administered regardless of whether previous signs of hormone sensitivity were observed. The major hormone-responsive cancers include carcinomas of the breast, prostate, and endometrium; lymphomas; and certain leukemias. (From AMA Drug Evaluations Annual 1994, p2079) (See all compounds classified as Antineoplastic Agents, Hormonal.)


5.3 ATC Code

G - Genito urinary system and sex hormones

G03 - Sex hormones and modulators of the genital system

G03D - Progestogens

G03DB - Pregnadien derivatives

G03DB03 - Medrogestone


5.4 Absorption, Distribution and Excretion

Absorption

When administered, medrogestone presents a very rapid gastrointestinal absorption with a bioavailability of 100%. The maximum serum concentration of medrogestone is 10-15 ng/ml.


Route of Elimination

The elimination time of medrogestone is of 36 hours.


5.5 Metabolism/Metabolites

The non-protein bound fraction of medrogestoneis available for metabolism. The main route in the metabolism of medrogestone is hydroxylation.


5.6 Biological Half-Life

The half-life of medrogestone is reported to be of 4 hours.


5.7 Mechanism of Action

Medrogestone is a progestogen, thus its action is done under the same profile. These type of molecules are steroid hormones that bind and activate the progesterone receptor. Its action may involve the suppression of gonadotropic hormones from the anterior portion of the pituitary gland and secondary suppression of testosterone. Medrogestone presents structural similarities to testosterone which allows it to compete for the androgen-receptor-protein receptor sites in prostatic cells. Administration of medrogestone diminishes the response to endogenous hormones in tumor cells due to a reduction in hormone steroid receptors; this effect will translate into cytotoxic or antiproliferative effects.


ABOUT THIS PAGE

Medrogestone Manufacturers

A Medrogestone manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Medrogestone, including repackagers and relabelers. The FDA regulates Medrogestone manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Medrogestone API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Medrogestone manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Medrogestone Suppliers

A Medrogestone supplier is an individual or a company that provides Medrogestone active pharmaceutical ingredient (API) or Medrogestone finished formulations upon request. The Medrogestone suppliers may include Medrogestone API manufacturers, exporters, distributors and traders.

click here to find a list of Medrogestone suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Medrogestone GMP

Medrogestone Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Medrogestone GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Medrogestone GMP manufacturer or Medrogestone GMP API supplier for your needs.

Medrogestone CoA

A Medrogestone CoA (Certificate of Analysis) is a formal document that attests to Medrogestone's compliance with Medrogestone specifications and serves as a tool for batch-level quality control.

Medrogestone CoA mostly includes findings from lab analyses of a specific batch. For each Medrogestone CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Medrogestone may be tested according to a variety of international standards, such as European Pharmacopoeia (Medrogestone EP), Medrogestone JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Medrogestone USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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