(3E)-17-Deacetylnorgestimate

CAS: 74183-55-4

Ref. TR-D288716

Product Information

• Name: (3E)-17-Deacetylnorgestimate
• Synonyms: 18,19-Dinorpregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-, oxime, (3E,17a)- (9CI), anti-Norelgestromin

Description

Applications E-17-Deacetylnorgestimate is a metabolite of Norgestimate. A contraceptive for birth control used by women.Note- The oxime isomerizes when: 1) Heated in any solvent or heating the crystalline form 2) Dissolved in MeOH at room temperature very quickly 3) Dissolved in acetone or CHCl3 at room temperature in a couple of hours at room temperature4) In EtOAc or EtOAc/isooctane over a couple of days at RT. It is stable in the crystalline form.
References Phillips, A., et al.: Steroids, 55, 373 (1990); Rabiolo, A., et al.: Arch. Gynecol. Obstet., 294, 1317 (2016)

• Brand: TRC

Chemical properties

• Molecular weight: 327.46
• Formula: C₂₁H₂₉NO₂
• Color/Form: Off-White
• InChI: InChI=1S/C21H29NO2/c1-3-20-11-9-17-16-8-6-15(22-24)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23-24H,3,5-12H2,1H3/b22-15-/t16-,17+,18+,19-,20-,21-/m0/s1
• SMILES: C#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=C/C(=N/O)CC[C@@H]4[C@H]3CC[C@@]21CC