Chemistry:Lorajmine

Lorajmine
Clinical data
ATC code	C01BA12 (WHO) ;
Identifiers
	IUPAC name (17R,21β)-ajmalan-17,21-diol 17-chloroacetate; OR; (1R,9R,10S,13R,14R,16S,18S)-13-ethyl-8-methyl-14-hydroxy-8,15-diazahexacyclo [14.2.1.01,9.02,7.010,15.012,17]nonadeca-2(7),3,5-triene-18-yl chloroacetate;
CAS Number	47562-08-3;
PubChem CID	76957773;
ChemSpider	16735878 ;
UNII	F96VX65849;
ChEMBL	ChEMBL2111031;
Chemical and physical data
Formula	C22H27ClN2O3
Molar mass	402.92 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCC1C2CC3C4C5(CC(C2C5C(=O)OCCl)N3C1O)C6=CC=CC=C6N4C;
	InChI InChI=1S/C22H27ClN2O3/c1-3-11-12-8-15-19-22(13-6-4-5-7-14(13)24(19)2)9-16(25(15)21(11)27)18(12)20(22)28-17(26)10-23/h4-7,11-12,15-16,18-21,27H,3,8-10H2,1-2H3/t11-,12-,15-,16-,18?,19-,20+,21+,22+/m0/s1 ; Key:LAHDERDHXJFFJU-KBFYUGGWSA-N ;
	(verify)

Short description: Chemical compound

Lorajmine (17-monochloroacetylajmaline) is a drug that is a potent sodium channel blocker (more specifically, a class Ia antiarrhythmic agent) that was used for treating arrhythmia.^[1]^[2]^[3] It is derived from ajmaline, an alkaloid from the roots of Rauvolfia serpentina, by synthetically adding a chloroacetate residue.

References

↑ Medical Dictionary Online: Lorajmine
↑ World Health Organization: ATC/DDD Index
↑ "Antiarrhythmic effectiveness of propafenone compared to lorajmine in ventricular arrhythmias. Controlled clinical trial". Giornale Italiano di Cardiologia 13 (3): 145–51. 1983. PMID 6350090.

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Clinical data

ATC code	C01BA12 (WHO)
Identifiers
IUPAC name (17R,21β)-ajmalan-17,21-diol 17-chloroacetate OR (1R,9R,10S,13R,14R,16S,18S)-13-ethyl-8-methyl-14-hydroxy-8,15-diazahexacyclo [14.2.1.0^1,9.0^2,7.0^10,15.0^12,17]nonadeca-2(7),3,5-triene-18-yl chloroacetate
CAS Number	47562-08-3
PubChem CID	76957773
ChemSpider	16735878^Y
UNII	F96VX65849
ChEMBL	ChEMBL2111031
Chemical and physical data
Formula	C₂₂H₂₇ClN₂O₃
Molar mass	402.92 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCC1C2CC3C4C5(CC(C2C5C(=O)OCCl)N3C1O)C6=CC=CC=C6N4C
InChI InChI=1S/C22H27ClN2O3/c1-3-11-12-8-15-19-22(13-6-4-5-7-14(13)24(19)2)9-16(25(15)21(11)27)18(12)20(22)28-17(26)10-23/h4-7,11-12,15-16,18-21,27H,3,8-10H2,1-2H3/t11-,12-,15-,16-,18?,19-,20+,21+,22+/m0/s1^Y Key:LAHDERDHXJFFJU-KBFYUGGWSA-N^Y
(verify)