Cetiedil

Cetiedil is a vasodilator and an anti-sickling agent.^[1]

Cetiedil

Clinical data
ATC code	C04AX26 (WHO)
Identifiers
IUPAC name 2-(azepan-1-yl)ethyl 2-cyclohexyl-2-(thiophen-3-yl)acetate
CAS Number	14176-10-4 Y
PubChem CID	66384
ChemSpider	59759 N
UNII	621RT200TO
ChEMBL	ChEMBL419380 N
CompTox Dashboard (EPA)	DTXSID70864474
ECHA InfoCard	100.034.556
Chemical and physical data
Formula	C20H31NO2S
Molar mass	349.53 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(OCCN1CCCCCC1)C(c2ccsc2)C3CCCCC3
InChI InChI=1S/C20H31NO2S/c22-20(23-14-13-21-11-6-1-2-7-12-21)19(18-10-15-24-16-18)17-8-4-3-5-9-17/h10,15-17,19H,1-9,11-14H2 N Key:MMNICIJVQJJHHF-UHFFFAOYSA-N N
NY (what is this?)  (verify)

Synthesis

Thieme Original patents:^[2] Prepn and activity:^[3] Revised synthesis:^[4][5] Analogues:^[6]

The Clemmensen reduction of 3-thienylcyclohexyl-glycolic acid, CID:11064522 (1) gives cyclohexyl(thiophen-3-yl)acetic acid [16199-74-9] (2). Esterification of the sodium salt of the resulting acid with 1-(2-chloroethyl)azepane [2205-31-4] (3) produces cetiedil (4).