カルボシステイン
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/08/01 05:46:18」(JST)
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Carbocisteine |
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IUPAC name
(R)-2-Amino-3-(carboxymethylsulfanyl)propanoic acid
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Other names
S-Carboxymethyl-L-cysteine; Mucodyne, Solmux, Rhinathiol, Humex, Lisomucil, Fluditec, Exputex, Mucolit, Reodyn, Carbotoux, Flemex, Carbolin, Muflex
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Identifiers |
CAS number |
638-23-3 (R) Y, 2387-59-9 (RS) |
PubChem |
193653 |
ChemSpider |
168055 Y |
DrugBank |
DB04339 |
KEGG |
D06393 Y |
ChEBI |
CHEBI:16163 Y |
ChEMBL |
CHEMBL396416 Y |
ATC code |
R05CB03 |
Jmol-3D images |
Image 1
Image 2 |
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O=C(O)C(N)CSCC(=O)O
O=C(O)[C@@H](N)CSCC(=O)O
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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
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Properties |
Molecular formula |
C5H9NO4S |
Molar mass |
179.19 g mol−1 |
Appearance |
Colorless solid |
Melting point |
204–207 °C |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
Y (verify) (what is: Y/N?) |
Infobox references |
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Carbocisteine molecule, in 3D
Carbocisteine 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. Carbocisteine should not be used with antitussives (cough suppressants) or medicines that dry up bronchial secretions.
Carbocisteine is produced by alkylation of cysteine with chloroacetic acid.[1]
Trade names
Rhinathiol: Bulgaria, Congo, Hong Kong, Hungary, Latvia, Lithuania, Malaysia, Oman, Romania, Singapore, South Korea, Switzerland, Taiwan, Thailand, Tunisia, and Vietnam[2]
Mucodyne: United Kingdom, India, Ireland, Japan, Netherlands, Serbia.
Mucosol: Egypt
Solmux: Philippines
References
- ^ Karlheinz Drauz, Ian Grayson, Axel Kleemann, Hans-Peter Krimmer, Wolfgang Leuchtenberger, Christoph Weckbecker “Amino Acids” in Ullmann's Encyclopedia of Industrial Chemistry, 2007, Wiley-VCH, Weinheim. doi:10.1002/14356007.a02_057.pub2
- ^ http://www.drugs.com/international/rhinathiol.html
Cough and cold preparations (R05)
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Expectorants |
- Althea root
- Antimony pentasulfide
- Creosote
- Guaiacolsulfonate
- Guaifenesin
- Ipecacuanha (Syrup of ipecac)
- Levoverbenone
- Potassium iodide
- Senega
- Tyloxapol
- Ammonium Chloride
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Mucolytics |
- Acetylcysteine
- Ambroxol
- Bromhexine
- Carbocisteine
- Domiodol
- Dornase alfa
- Eprazinone
- Erdosteine
- Letosteine
- Mannitol
- Mesna
- Neltenexine
- Sobrerol
- Stepronin
- Tiopronin
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Cough suppressants |
Opium alkaloids,
opioids,
and derivatives
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- Acetyldihydrocodeine
- Benzylmorphine
- Butorphanol
- Codeine
- Dextromethorphan
- Diacetylmorphine
- Dihydrocodeine
- Dimemorfan
- Droxypropine
- Ethylmorphine
- Hydrocodone
- Hydromorphone
- Isoaminile
- Laudanum
- Levomethadone
- Levopropoxyphene
- Methadone
- Nicocodeine
- Nicodicodeine
- Normethadone
- Noscapine
- Pholcodine
- Thebacon
- Tipepidine
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Other
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- Benzonatate
- Benproperine
- Bibenzonium bromide
- Butamirate
- Clobutinol
- Clofedanol
- Cloperastine
- Diphenhydramine
- Dibunate
- Dimethoxanate
- Dropropizine
- Fedrilate
- Glaucine
- Levodropropizine
- Meprotixol
- Morclofone
- Nepinalone
- Oxolamine
- Oxeladin
- Pentoxyverine
- Pipazetate
- Prenoxdiazine
- Piperidione
- Zipeprol
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anat (n, x, l, c)/phys/devp
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noco (c, p)/cong/tumr, sysi/epon, injr
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proc, drug (R1/2/3/5/6/7)
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UpToDate Contents
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English Journal
- Pharmacological antioxidant strategies as therapeutic interventions for COPD.
- Rahman I.AbstractCigarette/tobacco smoke/biomass fuel-induced oxidative and aldehyde/carbonyl stress are intimately associated with the progression and exacerbation of chronic obstructive pulmonary disease (COPD). Therefore, targeting systemic and local oxidative stress with antioxidants/redox modulating agents, or boosting the endogenous levels of antioxidants are likely to have beneficial effects in the treatment/management of COPD. Various antioxidant agents, such as thiol molecules (glutathione and mucolytic drugs, such as N-acetyl-L-cysteine and N-acystelyn, erdosteine, fudosteine, ergothioneine, and carbocysteine), have been reported to modulate various cellular and biochemical aspects of COPD. These antioxidants have been found to scavenge and detoxify free radicals and oxidants, regulate of glutathione biosynthesis, control nuclear factor-kappaB (NF-kappaB) activation, and hence inhibiting inflammatory gene expression. Synthetic molecules, such as specific spin traps like α-phenyl-N-tert-butyl nitrone, a catalytic antioxidant (ECSOD mimetic), porphyrins (AEOL 10150 and AEOL 10113), and a superoxide dismutase mimetic M40419, iNOS and myeloperoxidase inhibitors, lipid peroxidation inhibitors/blockers edaravone, and lazaroids/tirilazad have also been shown to have beneficial effects by inhibiting cigarette smoke-induced inflammatory responses and other carbonyl/oxidative stress-induced cellular alterations. A variety of oxidants, free radicals, and carbonyls/aldehydes are implicated in the pathogenesis of COPD, it is therefore, possible that therapeutic administration or supplementation of multiple antioxidants and/or boosting the endogenous levels of antioxidants will be beneficial in the treatment of COPD. This review discusses various novel pharmacological approaches adopted to enhance lung antioxidant levels, and various emerging beneficial and/or prophylactic effects of antioxidant therapeutics in halting or intervening the progression of COPD. This article is part of a Special Issue entitled: Antioxidants and Antioxidant Treatment in Disease.
- Biochimica et biophysica acta.Biochim Biophys Acta.2012 May;1822(5):714-28. Epub 2011 Nov 9.
- Cigarette/tobacco smoke/biomass fuel-induced oxidative and aldehyde/carbonyl stress are intimately associated with the progression and exacerbation of chronic obstructive pulmonary disease (COPD). Therefore, targeting systemic and local oxidative stress with antioxidants/redox modulating agents, or
- PMID 22101076
- Randomized phase III clinical trial of a combined treatment with carnitine + celecoxib ± megestrol acetate for patients with cancer-related anorexia/cachexia syndrome.
- Madeddu C, Dessì M, Panzone F, Serpe R, Antoni G, Cau MC, Montaldo L, Mela Q, Mura M, Astara G, Tanca FM, Macciò A, Mantovani G.SourceDepartment of Medical Oncology, University of Cagliari, Cagliari, Italy.
- Clinical nutrition (Edinburgh, Scotland).Clin Nutr.2012 Apr;31(2):176-82. Epub 2011 Nov 1.
- BACKGROUND & AIMS: A phase III, randomized non-inferiority study was carried out to compare a two-drug combination (including nutraceuticals, i.e. antioxidants) with carnitine + celecoxib ± megestrol acetate for the treatment of cancer-related anorexia/cachexia syndrome (CACS): the primary
- PMID 22047681
Japanese Journal
- 症例 L-カルボシステインによる播種状紅斑丘疹型薬疹の1例
- The Suppression of Enhanced Bitterness Intensity of Macrolide Dry Syrup Mixed with an Acidic Powder
- Ishizaka Toshihiko,Okada Sachie,Takemoto Eri [他],TOKUYAMA Emi,TSUJI Eriko,MUKAI Junji,UCHIDA Takahiro
- Chemical & pharmaceutical bulletin 55(10), 1452-1457, 2007-10-01
- … A remarkable bitterness enhancement was found when CAMD was mixed with the acidic powder L-carbocysteine. … Neither increasing the volume of water taken with the mixture, nor changing the ratio of CAMD : L-carbocysteine in the mixture, were effective in reducing the bitterness intensity of the CAMD/L-carbocysteine mixture. …
- NAID 110006404692
- Effect of carbocysteine on cough reflex to capsaicin in asthmatic patients
Related Links
- Carbocysteine information including symptoms, causes, diseases, symptoms, treatments, and other medical and health issues. ... Introduction: Carbocysteine Description of Carbocysteine Carbocysteine: A compound formed when ...
- carbocysteine definition from the mondofacto online medical dictionary ... Search dictionary help carbocysteine medical dictionary <chemical> A compound formed when iodoacetic acid reacts with sulfhydryl groups in proteins. It has ...
Related Pictures
★リンクテーブル★
[★]
- 英
- carbocysteine、carbocisteine
- 同
- L-カルボシステイン、L-carbocisteine、S-カルボキシメチルシステイン S-carboxymethyl cysteine
- 商
- C-チステン、カージリン、カルブタン、クインスロン、サワテン、シスカルボン、シスダイン、ムコダイン、ムコチオ、ムコトロン、メチスタ、ルボラボン
- 関
- 去たん剤
概念
- 去痰薬;気道粘液溶解
- システインの残基のH-がHOOC-CH2-で置換されたアミノ酸
作用
- 喀痰中のフコムチンを減少させ、シアロムチンを増加させる
- 粘液構成成分の調整作用、喀痰粘度低下作用、喀痰流動性の改善作用、線毛細胞修復作用を有する
参考
- http://en.wikipedia.org/wiki/Carbocisteine