Skip to Content
Merck

83580

Reserpine

≥99.0% (HPLC), serotonin uptake inhibitor, solid

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

All Photos(1)

About This Item

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

Product Name

Reserpine, crystallized, ≥99.0% (HPLC)

InChI key

QEVHRUUCFGRFIF-MDEJGZGSSA-N

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

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

assay

≥99.0% (HPLC)

form

solid

optical activity

[α]20/D −123±3°, c = 1% in chloroform

quality

crystallized

mp

~265 °C (dec.)

Gene Information

human ... SLC18A2(6571)

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

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

Biochem/physiol Actions

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

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.

pictograms

Health hazardExclamation mark
GHS08,GHS07

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

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
WXBF7516V
WXBF6130V
WXBF4863V
WXBF4430V
WXBF1136V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Heart and circulatory system drugs and diuretics
Drugs During Pregnancy and Lactation, 193-236 (2007)
What All Should Know about Plant Drugs
Essentials of Biochemistry for Medical Students, 35-61 (2015)
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)
Julia Zwirchmayr et al.
Scientific reports, 10(1), 12323-12323 (2020-07-25)
In this study a robust, whole organism screening based on Caenorhabditis elegans is presented for the discovery of natural products (NP) with beneficial effects against obesity and age-related diseases. Several parameters of the elaborated workflow were optimized to be adapted
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)
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