Skip to Content
MilliporeSigma
All Photos(1)

Documents

83580

Sigma-Aldrich

Reserpine

crystallized, ≥99.0% (HPLC)

Synonym(s):

(3β, 16β, 17α, 18β, 20α)-11,17-Dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylic acid methyl ester

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C33H40N2O9
CAS Number:
50-55-5
Molecular Weight:
608.68
Beilstein/REAXYS Number:
102014
EC Number:
200-047-9
MDL number:
MFCD00005091
UNSPSC Code:
12352200
PubChem Substance ID:
329769078
NACRES:
NA.77

assay

≥99.0% (HPLC)

form

solid

optical activity

[α]20/D −123±3°, c = 1% in chloroform

quality

crystallized

mp

~265 °C (dec.)

SMILES string

CO[C@H]1[C@@H](C[C@@H]2CN3CCc4c([nH]c5cc(OC)ccc45)[C@H]3C[C@@H]2[C@@H]1C(=O)OC)OC(=O)c6cc(OC)c(OC)c(OC)c6

InChI

1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+/m1/s1

InChI key

QEVHRUUCFGRFIF-MDEJGZGSSA-N

Gene Information

human ... SLC18A2(6571)

Looking for similar products? Visit Product Comparison Guide

General description

Reserpine is an indole alkaloid that irreversibly binds vesicular monoamine transporters VMAT1 and VMAT2. It is a sympatholytic drug useful in treating systemic hypertension.

Application

Reserpine has been used as a test chemical in performance studies.

Biochem/physiol Actions

Reserpine is used to treat hypertensive pregnancy difficulties. This drug is also considered as antipsychotic and antihypertensive, to regulate high blood pressure.
Inhibits vesicular uptake of catecholamines and serotonin.

pictograms

Exclamation markHealth hazard
GHS07,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Repr. 1A - STOT SE 3

target_organs

Central nervous system

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Sorry, we don't have COAs for this product available online at this time.

If you need assistance, please contact Customer Support.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 5

1 of 5

≥98% (HPLC), solid

Sigma-Aldrich

T2952

Tetrabenazine

Ajmalicine ≥98.0% (HPLC)

Sigma-Aldrich

41111

Ajmalicine

Betamethasone 17-valerate VETRANAL®, analytical standard

Supelco

46074

Betamethasone 17-valerate

Cesium iodide analytical standard, suitable for mass spectrometry (MS)

Supelco

21004

Cesium iodide

analytical standard

Supelco

B7522

Benfluorex hydrochloride

Intra-laboratory validated human cell-based in vitro vasculogenesis/angiogenesis test with serum-free medium
Toimela T, et al.
Reproductive Toxicology, 70, 116-125 (2017)
What All Should Know about Plant Drugs
Essentials of Biochemistry for Medical Students, 35-61 (2015)
Heart and circulatory system drugs and diuretics
Drugs During Pregnancy and Lactation, 193-236 (2007)
Patrizia Spigaglia et al.
Antimicrobial agents and chemotherapy, 53(6), 2463-2468 (2009-04-15)
Recent studies have suggested that exposure to fluoroquinolones represents a risk factor for the development of Clostridium difficile infections and that the acquisition of resistance to the newer fluoroquinolones is the major reason facilitating wide dissemination. In particular, moxifloxacin (MX)
Naomi S Rajapaksa et al.
Organic letters, 15(3), 706-709 (2013-01-22)
A catalytic, enantioselective synthesis of (+)-reserpine is reported. The route features a highly diastereoselective, chiral catalyst-controlled formal aza-Diels-Alder reaction between a 6-methoxytryptamine-derived dihydro-β-carboline and an enantioenriched α-substituted enone to form a key tetracyclic intermediate. This approach addresses the challenge of
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service