CAS No 68-22-4 , Norethindrone Search by region : Germany

Name: Norethindrone
Synonyms: 19-Norethisterone; Norethisterone; 17-alpha-ethynyl-17-beta-hydroxyoestr-4-en-3-one;Norethindrone;Norethisterone,98%; 17-Hydroxy-19-nor-17a-pregn-4-en-20-yn-3-one; 17a-Ethynyl-19-nortestosterone;
CAS Registry Number:68-22-4
Melting Point: 205-206 ºC
Density: 1.15 g/cm3
Refractive index: 1.577
Safety Statements: Confirmed carcinogen with experimental carcinogenic, tumorigenic, and teratogenic data. Mildly toxic by ingestion. Human systemic effects by ingestion: dermatitis and androgenic effects. Human teratogenic effects: developmental abnormalities of the musculoskeletal system and urogenital system; and behavioral effects in the newborn. Human reproductive effects: spermatogenesis; testes, epididymis, sperm duct changes; impotence; male breast development; other male effects; ovaries, fallopian tube changes; menstrual cycle changes or disorders; uterus, cervix, vagina effects; postpartum effects; changes in female fertility. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Symbols: Xn
EINECS: 200-681-6
Molecular Weight: 298.42
InChI: InChI=1/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,15-18,22H,4-11H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1
Risk Statements: 40-36/37/38-20/21/22
Molecular Formula: C20H26O2
Molecular Structure:

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References of Norethindrone

Title: Norethindrone
CAS Registry Number: 68-22-4
CAS Name: (17a)-17-Hydroxy-19-norpregn-4-en-20-yn-3-one
Synonyms: 19-nor-17a-ethynyltestosterone; 17a-ethynyl-19-nortestosterone; 19-nor-17a-ethynyl-17b-hydroxy-4-androsten-3-one; 19-nor-17a-ethynylandrosten-17b-ol-3-one; anhydrohydroxynorprogesterone; 19-norethisterone; norpregneninolone; "mini-pill"
Trademarks: Camila (Barr); Conludag (Searle); Menzol (Schwarz); Micronor (Ortho); Micronovum (Janssen-Cilag); Mini-Pe (Searle); Norcolut (Gedeon Richter); Noriday (Searle); Primolut N (Schering AG); Utovlan (Searle)
Molecular Formula: C20H26O2
Molecular Weight: 298.42
Percent Composition: C 80.50%, H 8.78%, O 10.72%
Literature References: Prepn from 19-nor-4-androstene-3,17-dione: Djerassi et al., J. Am. Chem. Soc. 76, 4092 (1954); US 2744122 (1956 to Syntex); De Ruggieri, US 2849462 (1958). Pharmacokinetics: H. Singh et al., Am. J. Obstet. Gynecol. 135, 409 (1979); M. Humpel, Contraception 26, 83 (1982). Double-blind, comparative clinical trial: S. Koetsawang et al., ibid. 25, 231 (1982); A. Sheth et al., ibid. 243. Multicenter trial of combination with ethinyl estradiol: M. Toews et al., Curr. Ther. Res. 41, 509 (1987). Review of carcinogenicity studies: IARC Monographs 21, 441-460 (1979). Comprehensive description: A. P. Schroff, E. S. Moyer, Anal. Profiles Drug Subs. 4, 268-293 (1975).
Properties: Crystals from ethyl acetate, mp 203-204°. [a]D20 -31.7° (chloroform). First reported as [a]D20 -25° (chloroform). uv max (ethanol): 240 nm (log e 4.24).
Melting point: mp 203-204°
Optical Rotation: [a]D20 -31.7° (chloroform); [a]D20 -25° (chloroform)
Absorption maximum: uv max (ethanol): 240 nm (log e 4.24)

Derivative Type: Mixture with ethinyl estradiol
Trademarks: Binovum (Ortho-Cilag); Brevicon (Watson); Estrostep (Warner-Lambert); Modicon (Ortho); Neocon 1/35 (Ortho-Cilag); Norimin (Searle); Norinyl 1+35 (Watson); Ortho-Novum (Ortho); Ovcon (Warner-Chilcott); Ovysmen (Janssen-Cilag); Tri-Norinyl (Watson); Trinovum (Janssen-Cilag)

Derivative Type: Mixture with mestranol
Trademarks: Norinyl-1+50 (Watson); Ortho-Novin 1/50 (Ortho-Cilag); Ortho-Novum 1/50 (Ortho)

Derivative Type: Acetate
CAS Registry Number: 51-98-9
Trademarks: Aygestin (Barr); Milligynon (Schering AG); Norlutate (Warner-Lambert); Primolut-Nor (Schering AG)
Molecular Formula: C22H28O3
Molecular Weight: 340.46
Percent Composition: C 77.61%, H 8.29%, O 14.10%
Literature References: Prepn: O. Engelfried et al., US 2964537 (1960 to Schering AG).
Properties: Crystals from methylene chloride + hexane, mp 161-162°. uv max: 240 nm (e 18690).
Melting point: mp 161-162°
Absorption maximum: uv max: 240 nm (e 18690)

Derivative Type: Acetate, mixture with ethinyl estradiol
Trademarks: Etalontin (Parke-Davis); Primosiston (Schering AG); Anovlar (Schering AG); Gynovlar (Schering AG); Loestrin (Warner-Lambert); Minovlar (Schering AG); Norlestrin (Warner-Lambert)

Derivative Type: Enanthate
Trademarks: Noristerat (Schering AG)
Molecular Formula: C27H38O3
Molecular Weight: 410.59
Percent Composition: C 78.98%, H 9.33%, O 11.69%
Literature References: Clinical trial as injectable contraceptive: S. K. Banerjee et al., Contraception 30, 561 (1984).

CAUTION: Norethindrone is reasonably anticipated to be a human carcinogen: Report on Carcinogens, Eleventh Edition (PB2005-104914, 2004) p III-208.
Therap-Cat: Progestogen. Norethindrone and acetate in combination with estrogen as contraceptive (oral). Enanthate as contraceptive (injectable).
Keywords: Contraceptive (Injectable); Contraceptive (Oral); Progestogen.