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V900834

Sigma-Aldrich

Reserpine

Vetec™, reagent grade

Synonym(s):

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

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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:
329830193

grade

reagent grade

product line

Vetec™

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)

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Biochem/physiol Actions

Inhibits vesicular uptake of catecholamines and serotonin.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBC9972V
WXBB3522V

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Reserpine: a challenge for total synthesis of natural products.
Fen-Er Chen et al.
Chemical reviews, 105(12), 4671-4706 (2005-12-15)
Sandy D Shamon et al.
The Cochrane database of systematic reviews, (4)(4), CD007655-CD007655 (2009-10-13)
Many antihypertensive agents exist today for the treatment of primary hypertension (systolic blood pressure >/=140 mmHg and/or diastolic blood pressure >/=90 mmHg). Randomised controlled trials have been carried out to investigate the evidence for these agents.There is, for example, strong
Reserpine-induced supersensitivity to the cardiac effects of agonists.
K D Meisheri et al.
Life sciences, 24(6), 473-480 (1979-02-05)
How reserpine and chlorpromazine act: the impact of key discoveries on the history of psychopharmacology.
G Curzon
Trends in pharmacological sciences, 11(2), 61-63 (1990-02-01)
R E Stitzel
Pharmacological reviews, 28(3), 179-208 (1976-09-01)
Orally administered reserpine is readily absorbed from the GI tract. During this process at least a portion of the drug is metabolized by the intestinal mucosa and then presumably is acted upon by serum esterases. Methylreserpate and trimethoxybenzoic acid are
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