Carbocysteine

Base Information

• Chemical Name: Carbocysteine
• CAS No.: 638-23-3
• Deprecated CAS: 11139-64-3
• Molecular Formula: C5H9NO4S
• Molecular Weight: 179.197
• Hs Code.: 29309090
• European Community (EC) Number: 211-327-5
• UNII: 740J2QX53R
• DSSTox Substance ID: DTXSID30110060
• Nikkaji Number: J2.289F
• Wikipedia: Carbocisteine
• Wikidata: Q423408
• NCI Thesaurus Code: C83591
• Metabolomics Workbench ID: 49896
• ChEMBL ID: CHEMBL396416
• Mol file: 638-23-3.mol

Synonyms:3-(Carboxymethylthio)alanine;Carbocysteine;Carbocysteine, L Isomer;Carbocysteine, L-Isomer;L-Isomer Carbocysteine;Mucodine;Mucodyne;Mukodin;Rhinathiol;S Carboxymethylcysteine;S-(Carboxymethyl)-L-cysteine;S-Carboxymethylcysteine;Thiodril

Chemical Property of Carbocysteine

Chemical Property:

• Appearance/Colour: white to slightly off-white amorphous powder
• Vapor Pressure: 2.74E-07mmHg at 25°C
• Melting Point: 208-213 °C (dec.)
• Refractive Index: 1.559
• Boiling Point: 417.3 °C at 760 mmHg
• PKA: 2.06±0.10(Predicted)
• Flash Point: 206.2 °C
• PSA: 125.92000
• Density: 1.514 g/cm³
• LogP: -0.08360
• Storage Temp.: 2-8°C
• Solubility.: Aqueous Acid, Aqueous Base (Sparingly, Sonicated)
• Water Solubility.: SOLUBLE IN COLD WATER
• XLogP3: -3.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 179.02522894
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

99% HPLC ^*data from raw suppliers

Carbocisteine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(=O)O)N)SCC(=O)O
• Isomeric SMILES: C([C@@H](C(=O)O)N)SCC(=O)O
• Recent ClinicalTrials: Randomised Open Label Trial of Hypertonic Saline and Carbocisteine in Bronchiectasis (CLEAR)
• Recent EU Clinical Trials: Home and Outpatients Precocious Eradication of COVID-19
• Recent NIPH Clinical Trials: A Multicenter Randomized Open-label Trial Evaluating the Preventive Effect of Carbocisteine for Respiratory Tract Infection Induced by Chemotherapy in Japanese Non-Small Cell Lung Cancer Patients
• Uses: carbocysteine is an amino acid. It can be used to help control sebum production. Carbocisteine is a mucolytic agent used in the treatment of respiratory disorders ranging from the influenza virus infection to chronic obstructive pulmonary disease (COPD). Labeled Carbocisteine, intended for use as an internal standard for the quantification of Carbocisteine by GC- or LC-mass spectrometry.
• Therapeutic Function: Mucolytic, Expectorant, Nasal antiinfective

Technology Process of Carbocysteine

There total 17 articles about Carbocysteine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

DL-cysteine hydrochloride (10318-18-0) → carbocisteine (638-23-3,2387-59-9,29433-95-2)

Guidance literature:

With Iodoacetic acid;

Reference yield: 96.7%

L-cysteine hydrochloride + chloroacetic acid (79-11-8) → carbocisteine (638-23-3,2387-59-9,29433-95-2)

Guidance literature:

With ammonia; sodium carbonate; sodium sulfite; In water; at 55 ℃; for 0.5h; pH=3 - 7.3; pH-value; Concentration; Reagent/catalyst; Temperature;

Reference yield: 96.0%

l-cysteine hydrochloride (52-89-1) + chloroacetic acid (79-11-8) → carbocisteine (638-23-3,2387-59-9,29433-95-2)

Guidance literature:

With ammonia; ammonium bicarbonate; In water; at 20 - 50 ℃; for 0.5h; pH=7.5; Reagent/catalyst; Temperature; pH-value; Large scale;

upstream raw materials:

L-Cysteine

Iodoacetic acid

chloroacetic acid

L-cystine

Downstream raw materials:

S-Carboxymethyl-L-cysteine-sulfoxide

N-benzoyl-S-methoxycarbonylmethyl-L-cysteine methyl ester

L-5-oxo-thiomorpholine-3-carboxylic acid

N-(4-carboxyphenylsulfonyl)-S-carboxymethyl-L-cysteine

Refernces

• 1、 Nakamura, Takashi,Kunimoto, Kohei,Yuki, Toru,Ishikawa, Kazuhiko. "Unnatural amino acid synthesis by thermostable O-phospho-L-serine sulfhydrylase from hyperthermophilic archaeon Aeropyrum pernix K1". supporting information. p. 1789 - 1792. Retrieved 2017/11/23.
• 2、 -. "Cystine Diamide Analogs for the Prevention of Cystine Stone Formation in Cystinuria". Paragraph 0120-0122. . Retrieved 2014/07/08.