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C0470000

Carbocisteine

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

S-Carboxymethyl-L-cysteine, 3-carboxymethylthio-L-alanine

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About This Item

Empirical Formula (Hill Notation):
C5H9NO4S
CAS Number:
Molecular Weight:
179.19
Beilstein:
1725012
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

carbocisteine

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

N[C@@H](CSCC(O)=O)C(O)=O

InChI

1S/C5H9NO4S/c6-3(5(9)10)1-11-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1

InChI key

GBFLZEXEOZUWRN-VKHMYHEASA-N

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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

Carbocisteine EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Boontarika Boonyapiwat et al.
The Journal of pharmacy and pharmacology, 63(4), 558-564 (2011-03-16)
The aim of this investigation was to provide in-vitro enzyme kinetic data to support the hypothesis that the in-vivo heterozygous dominant phenotype for phenylalanine monooxygenase (hPAH) was responsible for the S-oxidation polymorphism in the metabolism of S-carboxymethyl-l-cysteine reported in humans.
Matthew Thomas Hardison et al.
Frontiers in bioscience (Elite edition), 4, 2402-2409 (2012-06-02)
Several chronic lung diseases have been linked to cigarette smoking (Chronic Obstructive Pulmonary Disease (COPD), and cancer are associated with increased tobacco use). We recently described a collagen fragment, proline-glycine-proline (PGP), chemotactic for neutrophils, that appears to play a role
Masayuki Hanaoka et al.
Chest, 139(5), 1101-1108 (2010-09-18)
Chronic inflammation, imbalance of proteolytic and antiproteolytic activities, oxidative stress, and apoptosis of lung structural cells contribute to the pathogenesis of COPD. There is increasing evidence that carboxymethylcysteine (also known as carbocisteine) (CMC), which is commonly used for its mucoactive
Kenichiro Kudo et al.
Internal medicine (Tokyo, Japan), 52(1), 97-100 (2013-01-08)
A 32-year-old male with CATCH22 syndrome presented with a high fever and productive cough after taking drugs for acute bronchitis, including (L)-carbocisteine. Chest radiography revealed ground-glass opacities in the bilateral lung fields. He had a history of similar pneumonia. Under
Tomoko Sumitomo et al.
Journal of medical microbiology, 61(Pt 1), 101-108 (2011-09-06)
Streptococcus pneumoniae is a major pathogen of respiratory infections that utilizes platelet-activating factor receptor (PAFR) for firm adherence to host cells. The mucolytic agent S-carboxymethylcysteine (S-CMC) has been shown to exert inhibitory effects against infection by several respiratory pathogens including

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