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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:
638-23-3
Molecular Weight:
179.19
Beilstein:
1725012
MDL number:
MFCD00002614
UNSPSC Code:
41116107
PubChem Substance ID:
329774796
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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Steve C Mitchell et al.
Drug metabolism reviews, 44(2), 129-147 (2012-04-14)
S-carboxymethyl-L-cysteine, the side-chain carboxymethyl derivative of the sulfur-containing amino acid, cysteine, has been known and available for almost 80 years. During this time, it has been put to a variety of uses, but it is within the field of respiratory
Yuji Ishibashi et al.
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 132(6), 699-704 (2012-06-13)
Human bronchial mucins, such as MUC5AC, have traditionally been defined as a family of high-molecular weight glycoproteins. Changes in the contents of sugar chains on MUC5AC are among the fundamental features in inflammatory respiratory disease. The changes have been shown
Alba Naudí et al.
Amino acids, 44(2), 361-371 (2012-06-23)
Maillard reaction contributes to the chemical modification and cross-linking of proteins. This process plays a significant role in the aging process and determination of animal longevity. Oxidative conditions promote the Maillard reaction. Mitochondria are the primary site of oxidants due
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
Pauline Mallet et al.
PloS one, 6(7), e22792-e22792 (2011-08-06)
To report pediatric cases of paradoxical respiratory adverse drug reactions (ADRs) after exposure to oral mucolytic drugs (carbocysteine, acetylcysteine) that led to the withdrawal of licenses for these drugs for infants in France and then Italy. The study followed the
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