D(减)-炔诺孕酮

Description

Levonorgestrel · CAS 797-63-7 · C21H28O2. UNII 3J8Q1747Z2. Boiling Point: 459.1; Melting Point: 232-239; Melting Point: 205-207 °C.

Identification

CAS Registry Number	797-63-7
PubChem CID	13109
Molecular formula	C21H28O2
IUPAC name	(8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
UNII (FDA)	3J8Q1747Z2

Computed Descriptors

Molecular Weight	312.4
XLogP3	3.3
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	2
Exact Mass	312.208930132
Monoisotopic Mass	312.208930132
Topological Polar Surface Area	37.3
Heavy Atom Count	23
Formal Charge	0

Physical & Chemical Properties

Boiling Point	459.1
Melting Point	232-239
Melting Point	205-207 °C
Melting Point	206 °C
Melting Point	240 °C
Solubility	2.05
Solubility	5.83e-03 g/L
LogP	3.8
LogP	3.62
Dissociation Constants	17.91,-1.5

Physical description & handling notes

• Solid
• Crystals from methanol
• Crystals from diethyl ether-hexane
• White...crystalline powder
• Odorless
• In water, 1.73 mg/L, temp not stated.

GHS Hazard Classification

Reported hazard statements	H302 (20.2%), H312 (61.8%), H332 (61.8%), H351 (97.8%), H360 (94.4%), H362 (31.5%), H315 (11.1%), H319 (11.1%)

Documented Uses

• Used as a combined oral contraceptive with ethinylestradiol in monophasic, biphasic, and triphasic regimens. It is also used as a 'progestin-only' contraceptive pill and subdermal implant.
• Use (kg; approx.) in Germany (2009): >50
• Consumption (g per capita; approx.) in Germany (2009): 0.000611
• For the treatment of menopausal and postmenopausal disorders and alone or in combination with other hormones as an oral contraceptive.
• In a representative chemical synthesis, 6-methoxy-alpha-tetralone is reacted with vinylmagnesium bromide, and the resulting 1,2,3,4-tetrahydro-6-methoxy-1-vinyl-1-naphthol is condensed with 2-ethyl-1,3-cyclopentanedione to form initially a tricyclic intermediate (secosteroid) containing all of the gonane skeleton carbon atoms. Cyclization of the secosteroid via dehydration yields a 13-ethylgona-1,3,5(10)-8,14-pentaene structure which is then successively reduced and ethynylated.
• Prepn: H. Smith, Belg. pat. 623,844 (1963), C.A. 61, 4427c (1964); G.A. Hughes, H. Smith, U.S. pat. 3,959,322 (1976 to Herchel Smith)

Synonyms

Levonorgestrel; 797-63-7; D-Norgestrel; Mirena; Microval; NORPLANT; Plan B; (-)-Norgestrel; D-(-)-Norgestrel; Levonova; Jadelle; d(-)-Norgestrel; Microlut; Levonorgestrelum; 18-Methylnorethisterone; Norplant II

Frequently Asked Questions

What are the CAS number and molecular formula of Levonorgestrel?

CAS 797-63-7; molecular formula C21H28O2; molecular weight — g/mol.

What other names is Levonorgestrel known by?

Levonorgestrel, 797-63-7, D-Norgestrel, Mirena, Microval, NORPLANT.

Is Levonorgestrel classified as hazardous?

Hazard statements reported: H302, H312, H332, H351, H360.

What are the key physical properties of Levonorgestrel?

Boiling Point: 459.1; Melting Point: 232-239; Melting Point: 205-207 °C; Melting Point: 206 °C.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.