Ajmalicine

Ajmalicine

Clinical data
Routes of administration	Oral
ATC code	none
Legal status
Legal status	In general: ℞ (Prescription only)
Identifiers
IUPAC name (19α)-16,17-didehydro- 19-methyloxayohimban- 16-carboxylic acid methyl ester
CAS Number	483-04-5 N
PubChem CID	251561
ChemSpider	390541 Y
ChEMBL	CHEMBL123325 Y
ECHA InfoCard	100.006.900
Chemical and physical data
Formula	C21H24N2O3
Molar mass	352.43 g/mol
3D model (Jmol)	Interactive image
SMILES O=C(OC)\C4=C\OC(C5CN3CCc1c(nc2ccccc12)C3CC45)C
InChI InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16+,19-/m0/s1 Y Key:GRTOGORTSDXSFK-XJTZBENFSA-N Y
NY (what is this?)

Ajmalicine, also known as δ-yohimbine or raubasine, is an antihypertensive drug used in the treatment of high blood pressure. It has been marketed under numerous brand names including Card-Lamuran, Circolene, Cristanyl, Duxil, Duxor, Hydroxysarpon, Iskedyl, Isosarpan, Isquebral, Lamuran, Melanex, Raunatin, Saltucin Co, Salvalion, and Sarpan. It is also an alkaloid found naturally in various plants such as Rauwolfia spp., Catharanthus roseus, and Mitragyna speciosa.

Ajmalicine is structurally related to yohimbine, rauwolscine, and other yohimban derivatives. Like corynanthine, it acts as a α₁-adrenergic receptor antagonist with preferential actions over α₂-adrenergic receptors, underlying its hypotensive rather than hypertensive effects.