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Merck

1091108

USP

Capsaicin

United States Pharmacopeia (USP) Reference Standard

Sinónimos:

8-Methyl-N-vanillyl-trans-6-nonenamide

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Fórmula lineal:
(CH3)2CHCH=CH(CH2)4CONHCH2C6H3-4-(OH)-3-(OCH3)
Número CAS:
404-86-4
Peso molecular:
305.41
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329749225
MDL number:
MFCD00017259
Beilstein/REAXYS Number:
2816484

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InChI key

YKPUWZUDDOIDPM-SOFGYWHQSA-N

SMILES string

COc1cc(CNC(=O)CCCC\C=C\C(C)C)ccc1O

InChI

1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+

grade

pharmaceutical primary standard

API family

capsaicin

manufacturer/tradename

USP

mp

62-65 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

Gene Information

human ... TRPV1(7442)

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Capsaicin USP reference standard for use in specified quality tests and assays.

Also used to prepare standard solutions for the assay, identification, composition and strength analysis according to the given below monographs of United States Pharmacopeia (USP):
  • Capsaicin
  • Capsicum Oleoresin
  • Capsicum
  • Ginger Tincture

Biochem/physiol Actions

Prototype vanilloid receptor agonist. Neurotoxin; activates sensory neurons that give rise to unmyelinated C-fibers, many of which contain substance P. Topical application desensitizes the sensory nerve endings giving a paradoxical antinociceptive effect; systemic administration can be neurotoxic to capsaicin-sensitive cells, especially in newborn animals. Active component of chili peppers.
Prototype vanilloid receptor agonist; neurotoxin. Active component of chili peppers.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Clase de almacenamiento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

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Certificados de análisis (COA)

Lot/Batch Number

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Visite la Librería de documentos

Capsaicin
United States Pharmacopeia, 727-727 (2013)
Capsicum Oleoresin
United States Pharmacopeia, 38(4), 730-730 (2019)
Capsicum
United States Pharmacopeia, 38(4), 728-728 (2019)
Ginger Tincture
United States Pharmacopeia, 40(6), 5030-5030 (2020)
Sheena Derry et al.
The Cochrane database of systematic reviews, 2(2), CD007393-CD007393 (2013-03-02)
Topical creams with capsaicin are used to treat peripheral neuropathic pain. Following application to the skin capsaicin causes enhanced sensitivity, followed by a period with reduced sensitivity and, after repeated applications, persistent desensitisation. High-concentration (8%) capsaicin patches were developed to
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