83580

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
• 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

Properties

• 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)

Description

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.

Safety Information

• pictograms: GHS08,GHS07
• signalword: Danger
• hcodes: H302,H336,H351,H360D
• pcodes: P201 - P301 + P312 + P330 - P308 + P313
• 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