Lapisteride

Lapisteride
Clinical data
Routes of; administration	Oral
ATC code	None;
Legal status
Legal status	In general: non-regulated;
Identifiers
	IUPAC name N-[1-(4-methoxyphenyl)-1-methylethyl]-3-oxo-4-aza-5α-androst-1-ene-17β-carboxamide;
CAS Number	142139-60-4 ;
PubChem CID	9847295;
ChemSpider	8023009 ;
UNII	T50SJ23G82;
Chemical and physical data
Formula	C29H40N2O3
Molar mass	464.650 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(NC(c1ccc(OC)cc1)(C)C)[C@@H]3[C@]2(CC[C@H]4[C@H]([C@@H]2CC3)CC[C@H]5NC(=O)\C=C/[C@]45C)C;
	InChI InChI=1S/C29H40N2O3/c1-27(2,18-6-8-19(34-5)9-7-18)31-26(33)23-12-11-21-20-10-13-24-29(4,17-15-25(32)30-24)22(20)14-16-28(21,23)3/h6-9,15,17,20-24H,10-14,16H2,1-5H3,(H,30,32)(H,31,33)/t20-,21-,22-,23+,24+,28-,29+/m0/s1 ; Key:NAGKTIAFDQEFJI-DPMIIFTQSA-N ;
	(verify)

Lapisteride (INN; CS-891) is a dual inhibitor of both isoforms of the enzyme 5α-reductase.^[2] It was under investigation for the treatment of benign prostatic hyperplasia (BPH) and androgenic alopecia,^[2]^[3] but was never marketed.

References edit

^ Yada S, Ohya M, Ohuchi Y, Hamaura T, Wakiyama N, Usui F, et al. (April 2003). "Solid phase transition of CS-891 enantiotropes during grinding". International Journal of Pharmaceutics. 255 (1–2): 69–79. doi:10.1016/S0378-5173(03)00084-X. PMID 12672603.
^ ^a ^b Niiyama S, Kojima K, Hamada T, Happle R, Hoffmann R (December 2000). "The novel drug CS-891 inhibits 5alpha-reductase activity in freshly isolated dermal papilla of human hair follicles". European Journal of Dermatology. 10 (8): 593–595. PMID 11125319.
^ Bernan; British Pharmacopoeia Commission (February 2002). British Approved Names 2002. The Stationery Office. p. 157. ISBN 978-0-11-322558-3. Retrieved 17 November 2011.

Clinical data

Routes of administration	Oral^[1]
ATC code	None
Legal status
Legal status	In general: non-regulated
Identifiers
IUPAC name N-[1-(4-methoxyphenyl)-1-methylethyl]-3-oxo-4-aza-5α-androst-1-ene-17β-carboxamide
CAS Number	142139-60-4^Y
PubChem CID	9847295
ChemSpider	8023009^Y
UNII	T50SJ23G82
Chemical and physical data
Formula	C₂₉H₄₀N₂O₃
Molar mass	464.650 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(NC(c1ccc(OC)cc1)(C)C)[C@@H]3[C@]2(CC[C@H]4[C@H]([C@@H]2CC3)CC[C@H]5NC(=O)\C=C/[C@]45C)C
InChI InChI=1S/C29H40N2O3/c1-27(2,18-6-8-19(34-5)9-7-18)31-26(33)23-12-11-21-20-10-13-24-29(4,17-15-25(32)30-24)22(20)14-16-28(21,23)3/h6-9,15,17,20-24H,10-14,16H2,1-5H3,(H,30,32)(H,31,33)/t20-,21-,22-,23+,24+,28-,29+/m0/s1^Y Key:NAGKTIAFDQEFJI-DPMIIFTQSA-N^Y
(verify)