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Merck

R0875

Sigma-Aldrich

Reserpin

Synonym(e):

(3β, 16β, 17α, 18β, 20α)-11,17-Dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carbonsäure-methylester

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About This Item

Empirische Formel (Hill-System):
C33H40N2O9
CAS-Nummer:
Molekulargewicht:
608.68
Beilstein:
102014
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

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mp (Schmelzpunkt)

~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

InChIKey

QEVHRUUCFGRFIF-MDEJGZGSSA-N

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Anwendung

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]

Biochem./physiol. Wirkung

Hemmt die vesikuläre Aufnahme von Catecholaminen und 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]

Leistungsmerkmale und Vorteile

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.

Piktogramme

Health hazardExclamation mark

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Central nervous system

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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


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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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