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MedKoo Cat#: 596464 | Name: Carbocysteine
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Carbocysteine is a compound formed when iodoacetic acid reacts with sulfhydryl groups in proteins. It has been used as an anti-infective nasal spray with mucolytic and expectorant action.

Chemical Structure

Carbocysteine
Carbocysteine
CAS#638-23-3

Theoretical Analysis

MedKoo Cat#: 596464

Name: Carbocysteine

CAS#: 638-23-3

Chemical Formula: C5H9NO4S

Exact Mass: 179.0252

Molecular Weight: 179.19

Elemental Analysis: C, 33.51; H, 5.06; N, 7.82; O, 35.71; S, 17.89

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 Weeks
25g USD 550.00 2 Weeks
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Related CAS #
No Data
Synonym
Carbocysteine; DF 1794Y; Mucofan; PectDrill; Reomucil; Superthiol sirup; NSC 14156; NSC-14156; NSC14156;
IUPAC/Chemical Name
S-(carboxymethyl)-L-cysteine
InChi Key
GBFLZEXEOZUWRN-VKHMYHEASA-N
InChi Code
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
SMILES Code
N[C@@H](CSCC(O)=O)C(O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 179.19 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Bichon E, Sitthisack P, Sérée-Vattier L, Prévost S, Schiphorst AM, Pouponneau K, Monteau F, Le Bizec B. Determination of l-cysteine origin on the basis of its δ(15)N values. Food Chem. 2018 Sep 15;260:283-288. doi: 10.1016/j.foodchem.2018.03.139. Epub 2018 Apr 6. PubMed PMID: 29699671. 2: Zeng Z, Yang D, Huang X, Xiao Z. Effect of carbocisteine on patients with COPD: a systematic review and meta-analysis. Int J Chron Obstruct Pulmon Dis. 2017 Aug 2;12:2277-2283. doi: 10.2147/COPD.S140603. eCollection 2017. Review. PubMed PMID: 28814855; PubMed Central PMCID: PMC5546781. 3: Alibašić E, Skopljak A, Čengić A, Krstović G, Trifunović N, Čatić T, Kapo B, Mehić M, Hadžimuratović A. Efficacy of carbocisteine in the treatment of chronic obstructive pulmonary disease and impact on the quality of life. Med Glas (Zenica). 2017 Aug 1;14(2):182-188. doi: 10.17392/906-17. PubMed PMID: 28786969. 4: Cazzola M, Rogliani P, Calzetta L, Hanania NA, Matera MG. Impact of Mucolytic Agents on COPD Exacerbations: A Pair-wise and Network Meta-analysis. COPD. 2017 Oct;14(5):552-563. doi: 10.1080/15412555.2017.1347918. Epub 2017 Jul 28. PubMed PMID: 28753070. 5: Iwamuro M, Oka S, Kanzaki H, Tanaka T, Kawano S, Kawahara Y, Okada H. Pseudomelanosis duodeni:a case report. Nihon Shokakibyo Gakkai Zasshi. 2017;114(7):1264-1268. doi: 10.11405/nisshoshi.114.1264. Japanese. PubMed PMID: 28679982. 6: Ito M, Takahashi H, Iino Y, Kojima H, Hashimoto S, Kamide Y, Kudo F, Kobayashi H, Kuroki H, Nakano A, Hidaka H, Takahashi G, Yoshida H, Nakayama T. Clinical practice guidelines for the diagnosis and management of otitis media with effusion (OME) in children in Japan, 2015. Auris Nasus Larynx. 2017 Oct;44(5):501-508. doi: 10.1016/j.anl.2017.03.018. Epub 2017 May 1. Review. PubMed PMID: 28473270. 7: Pace E, Di Vincenzo S, Ferraro M, Siena L, Chiappara G, Dino P, Vitulo P, Bertani A, Saibene F, Lanata L, Gjomarkaj M. Effects of Carbocysteine and Beclomethasone on Histone Acetylation/Deacetylation Processes in Cigarette Smoke Exposed Bronchial Epithelial Cells. J Cell Physiol. 2017 Oct;232(10):2851-2859. doi: 10.1002/jcp.25710. Epub 2017 Mar 31. PubMed PMID: 27925185. 8: Cohen HA, Hoshen M, Gur S, Bahir A, Laks Y, Blau H. Efficacy and tolerability of a polysaccharide-resin-honey based cough syrup as compared to carbocysteine syrup for children with colds: a randomized, single-blinded, multicenter study. World J Pediatr. 2017 Feb;13(1):27-33. doi: 10.1007/s12519-016-0048-4. Epub 2016 Jul 15. PubMed PMID: 27457790. 9: Carrillo L, Sumano H, Medina-Torres L, Tapia G, Gutiérrez L. Rheological study of healthy chicken's pooled tracheobronchial secretions and its modification by mucolytics drugs. Poult Sci. 2016 Nov 1;95(11):2667-2672. Epub 2016 Jul 14. PubMed PMID: 27418656. 10: Song Y, Yu P, Lu JJ, Lu HZ, Zhu L, Yu ZH, Chen HZ, Cui YY. A mucoactive drug carbocisteine ameliorates steroid resistance in rat COPD model. Pulm Pharmacol Ther. 2016 Aug;39:38-47. doi: 10.1016/j.pupt.2016.06.003. Epub 2016 Jun 18. PubMed PMID: 27328977. 11: Pace E, Di Vincenzo S, Ferraro M, Bruno A, Dino P, Bonsignore MR, Battaglia S, Saibene F, Lanata L, Gjomarkaj M. Carbocysteine counteracts the effects of cigarette smoke on cell growth and on the SIRT1/FoxO3 axis in bronchial epithelial cells. Exp Gerontol. 2016 Aug;81:119-28. doi: 10.1016/j.exger.2016.05.013. Epub 2016 May 26. PubMed PMID: 27237816. 12: Wang W, Guan WJ, Huang RQ, Xie YQ, Zheng JP, Zhu SX, Chen M, Zhong NS. Carbocisteine attenuates TNF-α-induced inflammation in human alveolar epithelial cells in vitro through suppressing NF-κB and ERK1/2 MAPK signaling pathways. Acta Pharmacol Sin. 2016 May;37(5):629-36. doi: 10.1038/aps.2015.150. Epub 2016 Mar 21. PubMed PMID: 26997568; PubMed Central PMCID: PMC4857541. 13: Esposito A, Valentino MR, Bruzzese D, Bocchino M, Ponticiello A, Stanziola A, Sanduzzi A. Effect of CArbocisteine in Prevention of exaceRbation of chronic obstructive pulmonary disease (CAPRI study): An observational study. Pulm Pharmacol Ther. 2016 Apr;37:85-8. doi: 10.1016/j.pupt.2016.03.003. Epub 2016 Mar 9. PubMed PMID: 26970503. 14: Wu K, Su X, Li G, Zhang N. Antioxidant Carbocysteine Treatment in Obstructive Sleep Apnea Syndrome: A Randomized Clinical Trial. PLoS One. 2016 Feb 5;11(2):e0148519. doi: 10.1371/journal.pone.0148519. eCollection 2016. PubMed PMID: 26849119; PubMed Central PMCID: PMC4743936. 15: Vandenbossche E, Lucas C, Mistry L, Garfield E, Mitchell SC, Steventon GB. Phenylalanine monooxygenase and the sulfur oxygenation of S-carboxymethyl-L-cysteine in mice. Xenobiotica. 2016;46(4):379-84. doi: 10.3109/00498254.2015.1075259. Epub 2015 Sep 4. PubMed PMID: 26338263. 16: Guerra EN, Acevedo AC, Leite AF, Gozal D, Chardin H, De Luca Canto G. Diagnostic capability of salivary biomarkers in the assessment of head and neck cancer: A systematic review and meta-analysis. Oral Oncol. 2015 Sep;51(9):805-18. doi: 10.1016/j.oraloncology.2015.06.010. Epub 2015 Jul 10. Review. PubMed PMID: 26170140. 17: Fanigliulo A, De Filippis P, Curcuruto O, Repeto P, Roveda D, Hartenstein M, Adams E, Cabooter D. Development and validation of a stability indicating method for S-carboxymethyl-L-cysteine and related degradation products in oral syrup formulation. J Pharm Biomed Anal. 2015 Nov 10;115:39-47. doi: 10.1016/j.jpba.2015.06.031. Epub 2015 Jun 23. PubMed PMID: 26159351. 18: Shinya T, Yokota T, Nakayama S, Oki S, Mutoh J, Takahashi S, Sato K. Orally Administered Mucolytic Drug l-Carbocisteine Inhibits Angiogenesis and Tumor Growth in Mice. J Pharmacol Exp Ther. 2015 Sep;354(3):269-78. doi: 10.1124/jpet.115.224816. Epub 2015 Jun 30. PubMed PMID: 26126534. 19: Panagopoulos P, Mitchell SC, Steventon GB. S-carboxymethyl-L-cysteine and it (R/S)-S-oxides in beagle dog plasma and hepatic cytosol. Xenobiotica. 2015;45(12):1047-53. doi: 10.3109/00498254.2015.1042538. Epub 2015 Jun 11. PubMed PMID: 26068525. 20: Iino Y, Yoshida N, Kato T, Kakizaki K, Miyazawa T, Kakuta H. Clinical effects of clarithromycin on persistent inflammation following Haemophilus influenzae-positive acute otitis media. Acta Otolaryngol. 2015 Mar;135(3):217-25. doi: 10.3109/00016489.2014.975893. PubMed PMID: 25649881.

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