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Carbocisteine

Carbocisteine, also called carbocysteine, is a mucolytic that reduces the viscosity of sputum and so can be used to help relieve the symptoms of chronic obstructive pulmonary disorder (COPD) and bronchiectasis by allowing the sufferer to bring up sputum more easily.[2][3] Carbocisteine should not be used with antitussives (cough suppressants) or medicines that dry up bronchial secretions.

Carbocisteine
Names
IUPAC name
(R)-2-Amino-3-(carboxymethylsulfanyl)propanoic acid
Other names
S-Carboxymethyl-L-cysteine; Actithiol, Lisomucil, Muciclar, Mucodyne, Mucolex, Rhinathiol, Transbronchin[1]
Identifiers
  • 638-23-3 Y
  • 25390-17-4 (DL) Y
3D model (JSmol)
  • Interactive image
  • Interactive image
ChEBI
  • CHEBI:16163 Y
ChEMBL
  • ChEMBL396416 Y
ChemSpider
  • 168055 Y
DrugBank
  • DB04339 Y
ECHA InfoCard 100.010.298
KEGG
  • D06393 Y
  • D00175
  • 193653
UNII
  • 740J2QX53R Y
  • 4252LRM78Q (DL) Y
  • DTXSID30110060
  • 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 Y
    Key: GBFLZEXEOZUWRN-VKHMYHEASA-N Y
  • InChI=1/C5H9NO4S/c6-3(5(9)10)1-11-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)
    Key: GBFLZEXEOZUWRN-UHFFFAOYAN
  • InChI=1/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
    Key: GBFLZEXEOZUWRN-VKHMYHEABX
  • O=C(O)C(N)CSCC(=O)O
  • O=C(O)[C@@H](N)CSCC(=O)O
Properties
C5H9NO4S
Molar mass 179.19 g·mol−1
Appearance Colorless solid
Melting point 204 to 207 °C (399 to 405 °F; 477 to 480 K)
Pharmacology
R05CB03 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

It was first described in 1951 and came into medical use in 1960.[4] Carbocisteine is produced by alkylation of cysteine with chloroacetic acid.[5]

References edit

  1. ^ Carbocisteine. drugbank.ca
  2. ^ Zheng JP, Kang J, Huang SG, Chen P, Yao WZ, Yang L, Bai CX, Wang CZ, Wang C, Chen BY, Shi Y, Liu CT, Chen P, Li Q, Wang ZS, Huang YJ, Luo ZY, Chen FP, Yuan JZ, Yuan BT, Qian HP, Zhi RC, Zhong NS (2008). "Effect of carbocisteine on acute exacerbation of chronic obstructive pulmonary disease (PEACE Study): A randomised placebo-controlled study". Lancet. 371 (9629): 2013–2018. doi:10.1016/S0140-6736(08)60869-7. PMID 18555912. S2CID 43278410.
  3. ^ Yasuda H, Yamaya M, Sasaki T, Inoue D, Nakayama K, Tomita N, Yoshida M, Sasaki H (2006). "Carbocisteine reduces frequency of common colds and exacerbations in patients with chronic obstructive pulmonary disease". Journal of the American Geriatrics Society. 54 (2): 378–380. doi:10.1111/j.1532-5415.2005.00592_9.x. PMID 16460403. S2CID 1580116.
  4. ^ Fischer, Jnos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 544. ISBN 9783527607495.
  5. ^ Karlheinz Drauz; Ian Grayson; Axel Kleemann; Hans‐Peter Krimmer; Wolfgang Leuchtenberger; Christoph Weckbecker (2007). "Amino Acids". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_057.pub2. ISBN 978-3527306732.

carbocisteine, also, called, carbocysteine, mucolytic, that, reduces, viscosity, sputum, used, help, relieve, symptoms, chronic, obstructive, pulmonary, disorder, copd, bronchiectasis, allowing, sufferer, bring, sputum, more, easily, should, used, with, antitu. Carbocisteine also called carbocysteine is a mucolytic that reduces the viscosity of sputum and so can be used to help relieve the symptoms of chronic obstructive pulmonary disorder COPD and bronchiectasis by allowing the sufferer to bring up sputum more easily 2 3 Carbocisteine should not be used with antitussives cough suppressants or medicines that dry up bronchial secretions Carbocisteine Names IUPAC name R 2 Amino 3 carboxymethylsulfanyl propanoic acid Other names S Carboxymethyl L cysteine Actithiol Lisomucil Muciclar Mucodyne Mucolex Rhinathiol Transbronchin 1 Identifiers CAS Number 638 23 3 Y25390 17 4 DL Y 3D model JSmol Interactive imageInteractive image ChEBI CHEBI 16163 Y ChEMBL ChEMBL396416 Y ChemSpider 168055 Y DrugBank DB04339 Y ECHA InfoCard 100 010 298 KEGG D06393 YD00175 PubChem CID 193653 UNII 740J2QX53R Y4252LRM78Q DL Y CompTox Dashboard EPA DTXSID30110060 InChI 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 YKey GBFLZEXEOZUWRN VKHMYHEASA N YInChI 1 C5H9NO4S c6 3 5 9 10 1 11 2 4 7 8 h3H 1 2 6H2 H 7 8 H 9 10 Key GBFLZEXEOZUWRN UHFFFAOYANInChI 1 C5H9NO4S c6 3 5 9 10 1 11 2 4 7 8 h3H 1 2 6H2 H 7 8 H 9 10 t3 m0 s1Key GBFLZEXEOZUWRN VKHMYHEABX SMILES O C O C N CSCC O OO C O C H N CSCC O O Properties Chemical formula C 5H 9N O 4S Molar mass 179 19 g mol 1 Appearance Colorless solid Melting point 204 to 207 C 399 to 405 F 477 to 480 K Pharmacology ATC code R05CB03 WHO Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references It was first described in 1951 and came into medical use in 1960 4 Carbocisteine is produced by alkylation of cysteine with chloroacetic acid 5 References edit Carbocisteine drugbank ca Zheng JP Kang J Huang SG Chen P Yao WZ Yang L Bai CX Wang CZ Wang C Chen BY Shi Y Liu CT Chen P Li Q Wang ZS Huang YJ Luo ZY Chen FP Yuan JZ Yuan BT Qian HP Zhi RC Zhong NS 2008 Effect of carbocisteine on acute exacerbation of chronic obstructive pulmonary disease PEACE Study A randomised placebo controlled study Lancet 371 9629 2013 2018 doi 10 1016 S0140 6736 08 60869 7 PMID 18555912 S2CID 43278410 Yasuda H Yamaya M Sasaki T Inoue D Nakayama K Tomita N Yoshida M Sasaki H 2006 Carbocisteine reduces frequency of common colds and exacerbations in patients with chronic obstructive pulmonary disease Journal of the American Geriatrics Society 54 2 378 380 doi 10 1111 j 1532 5415 2005 00592 9 x PMID 16460403 S2CID 1580116 Fischer Jnos Ganellin C Robin 2006 Analogue based Drug Discovery John Wiley amp Sons p 544 ISBN 9783527607495 Karlheinz Drauz Ian Grayson Axel Kleemann Hans Peter Krimmer Wolfgang Leuchtenberger Christoph Weckbecker 2007 Amino Acids Ullmann s Encyclopedia of Industrial Chemistry Weinheim Wiley VCH doi 10 1002 14356007 a02 057 pub2 ISBN 978 3527306732 Retrieved from https en wikipedia org w index php title Carbocisteine amp oldid 1192935088, wikipedia, wiki, book, books, library,

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