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MilliporeSigma

R0875

Sigma-Aldrich

Reserpine

Sinónimos:

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

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1 G
$182.00

$182.00


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1 G
$182.00

About This Item

Fórmula empírica (notación de Hill):
C33H40N2O9
Número de CAS:
Peso molecular:
608.68
Beilstein:
102014
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

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mp

~265 °C (dec.)

cadena SMILES

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

Clave InChI

QEVHRUUCFGRFIF-MDEJGZGSSA-N

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Aplicación

Reserpine has been used:
  • to study its effect on minimal inhibitory concentration of trovafloxacin and ciprofloxacin[1]
  • inject rats, to study its effect on behavioural parameters such as locomotion and fear/anxiety[2]
  • as a lock spray reference compound in lipid profiling[3]

Acciones bioquímicas o fisiológicas

Inhibits vesicular uptake of catecholamines and serotonin.
Reserpine is an alkaloid present in Rauwolfia species. It is useful in treating systemic hypertension, schizophrenia, psychiatric disorders[2] and Raynaud′s syndrome.[4] Reserpine is known to inhibit adrenaline induced-cutaneous blood vessel constriction. It diminishes the effect of hyperthyroidism on cardiovascular and nervous system.[4]

Características y beneficios

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogramas

Health hazardExclamation mark

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

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

Órganos de actuación

Central nervous system

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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


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Certificados de análisis (COA)

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Los clientes también vieron

In vitro activities of six quinolones and mechanisms of resistance in Staphylococcus aureus and coagulase-negative staphylococci
Linde H, et al.
Antimicrobial Agents and Chemotherapy, 45(5), 1553-1557 (2001)
Effects of long-term intake of lactotripeptides on cardiovascular risk factors in hypertensive subjects
Jauhiainen T, et al.
European Journal of Clinical Nutrition, 66(7), 843-843 (2012)
Current Cardiovascular Drugs, 302-302 (2005)
Comparative effects of Rauwolfia vomitoria and chlorpromazine on locomotor behaviour and anxiety in mice
Bisong SA, et al.
Journal of Ethnopharmacology, 132(1), 334-339 (2010)
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

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Discover Bioactive Small Molecules for ADME/Tox

Questions

1–8 of 8 Questions  
  1. What is the shelf life/expiration date of Product R0875, Reserpine?

    1 answer
    1. This product does not have an assigned shelf life or expiration date.  The QC testing date is given on the certificate of analysis for each lot. The standard Sigma-Aldrich guarantee of one year from date of receipt applies.

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  2. Can solutions of Product R0875, Reserpine, be autoclaved?

    1 answer
    1. You can filter sterilize the solution. Autoclaving is not recommended as it discolors the solution.

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  3. Is Product R0875, Reserpine, soluble in DMSO?

    1 answer
    1. Reserpine can be dissolved in DMSO at 50 mg/mL, according to Stevenson, P.A., et al., J. Neurobiol., 43(2), 107-120 (2000).

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  4. Where do you store Product R0875, Reserpine?

    1 answer
    1. Product No. R0875 may be stored at ambient temperature, in a cool dry place.

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  5. What information do you have on the solubility of Product R0875, Reserpine?

    1 answer
    1. This product is soluble in chloroform at a concentration of 50 mg/mL.  It is freely soluble in chloroform (approx. 1 g in 6 mL), methylene chloride, glacial acetic acid, benzene, ethyl acetate. It is slightly soluble in acetone, methanol, alcohol (1 g/1800 mL), ether, and in aqueous solutions of acetic and citric acids. It is very sparingly soluble in water.

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  6. What is the purity of Product R0875, Reserpine?

    1 answer
    1. The purity of each lot is given on the Certificate of Analysis; it is typically 98% as determined by Thin Layer Chromatography (TLC).

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  7. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  8. Is Product R0875, Reserpine, synthetic?

    1 answer
    1. The initial product is derived from Rauwolfia species; the final product is chemically synthesized.

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