MW: 608.69
CAS: 50-55-5
TNP NUMBER: TNP00187
MDL NUMBER: MFCD00066722
IUPAC: 3,8-dimethoxy-4-(methoxycarbonyl)-1,2,3,4,5,11,14,14a,4a,5a-decahydrobenzo[3,4 -g]indolo[2,3-a]quinolizin-2-yl 3,4,5-trimethoxybenzoate
Smiles: c1cc2c(cc1OC)[nH]c1c2CCN2C1CC1C(C2)CC(C(C1C(OC)=O)OC)OC(c1cc(c(c(c1)OC)OC)OC)=O
THERAPEUTIC CATEGORY: Antihypertensive
VET THERAP CATEGORY: Hypotensive, Tranquilizer.
SOURCE: Found in Rauwolfia spp.
ACCEPTORS: 9
DONORS: 1
ROTATION BONDS: 8
N+O: 11
Chiral Centers: 6
LogP: 6.02
LogS: -6.6
LIPINSKI: 2
Synonyms: RESERPINE;3,4,5-TRIMETHOXYBENZOYL METHYL RESERPATE;11,17-DIMETHOXY-18-[(3,4,5-TRIMETHOXYBENZOYL)OXY]YOHIMBAN-16-CARBOXYLIC ACID METHYL ESTER;METHYL RESERPATE;METHYL RESERPATE 3,4,5-TRIMETHOXYBENZOIC ACID ESTER;l -Carpserp;(3beta,16beta,17alpha,18beta,20alpha)-methyleste;,methylester,(3beta,16beta,17alpha,18beta,20alpha)-
CAS:50-55-5
MF:C33H40N2O9
MW:608.68
EINECS:200-047-9
Product Categories:Miscellaneous Natural Products;Alkaloids;Biochemistry;Indole Alkaloids;Dopaminergics;Neurotransmitters;Others;Asymmetric Synthesis;Chiral Building Blocks;Complex Molecules Reserpine
Chemical Properties: mp ~265 C (dec.) refractive index 177 (C=1, DMF) storage temp. 2-8C Merck 14,8145 BRN 102014 Stability:Stable, but darkens slowly in light. Combustible. Incompatible with strong acids, reducing agents, oxidizing agents. NIST Chemistry ReferenceReserpine(50-55-5) EPA Substance Registry SystemYohimban-16-carboxylic acid, 11,17-dimethoxy-18-[(3,4,5- trimethoxybenzoyl)oxy]-, methyl ester, (3.beta.,16.beta.,17.alpha., 18.beta.,20.alpha.)-(50-55-5) Xn,Xi Risk Statements 22-67-36-10 Safety Statements 22-36/37/39-26 RIDADR 3077 WGK Germany 3 RTECS ZG0350000 F 10-23 PackingGroup II Hazardous Substances Data50-55-5(Hazardous Substances Data) Reserpine
Usage And Synthesis:
Chemical Properties: off-white crystalline powder General DescriptionWhite or cream to slightly yellow crystals or crystalline powder. Odorless with a bitter taste. Air & Water ReactionsInsoluble in water. Reacts slowly with air and water. Darkens slowly on exposure to light. Reactivity ProfileReserpine is a weak base and can form salts with strong acids. Incompatible with oxidizing agents and reducing agents. Fire HazardFlash point data for Reserpine are not available; however, Reserpine is probably combustible. Biological ActivityBinds the vesicular monoamine transporter (VMAT2) and inhibits transport of biogenic amines into adrenal chromaffin granules and synaptic vesicles. Causes depletion of biogenic amine stores. Antihypertensive and antipsychotic. Reserpine
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