Cysteamine

Base Information

• Chemical Name: Cysteamine
• CAS No.: 60-23-1
• Deprecated CAS: 139720-70-0
• Molecular Formula: C2H7NS
• Molecular Weight: 77.1503
• Hs Code.: 29309090
• European Community (EC) Number: 200-463-0
• NSC Number: 647528
• UNII: 5UX2SD1KE2
• DSSTox Substance ID: DTXSID3022875
• Nikkaji Number: J62.801H
• Wikipedia: Cysteamine
• Wikidata: Q617563
• NCI Thesaurus Code: C61696
• RXCUI: 3022
• Metabolomics Workbench ID: 38231
• ChEMBL ID: CHEMBL602
• Mol file: 60-23-1.mol

Synonyms:2 Aminoethanethiol;2-Aminoethanethiol;35S-Labeled Cysteamine;Becaptan;beta Mercaptoethylamine;beta-Mercaptoethylamine;Bitartrate, Cysteamine;Cystagon;Cysteamine;Cysteamine Bitartrate;Cysteamine Dihydrochloride;Cysteamine Hydrobromide;Cysteamine Hydrochloride;Cysteamine Maleate (1:1);Cysteamine Tartrate;Cysteamine Tartrate (1:1);Cysteamine Tosylate;Cysteamine, 35S Labeled;Cysteamine, 35S-Labeled;Cysteinamine;Dihydrochloride, Cysteamine;Hydrobromide, Cysteamine;Hydrochloride, Cysteamine;Mercamine;Mercaptamine;Mercaptoethylamine;Tartrate, Cysteamine;Tosylate, Cysteamine

Chemical Property of Cysteamine

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 95°C
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 133.6 °C at 760 mmHg
• PKA: 8.35(at 25℃)
• Flash Point: 34.6 °C
• PSA: 64.82000
• Density: 0.973 g/cm³
• LogP: 0.57520
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 77.02992040
• Heavy Atom Count: 4
• Complexity: 10

Purity/Quality:

98% ^*data from raw suppliers

2-Aminoethanethiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Genetic Disorder Agents
• Canonical SMILES: C(CS)N
• Recent ClinicalTrials: Use of Cysteamine in the Treatment of Cystinosis
• Recent EU Clinical Trials: Phase II study on the safety and efficacy of cysteamine in association with standard tuberculosis therapy for the treatment of patients with pulmonary tuberculosis: a new therapy for tuberculosis directed at the host
• Description: 2-AMINOETHANETHIOL is the chemical compound with the formula HSCH2CH2NH2. It is the simplest stable aminothiol and a degradation product of the amino acid cysteine. It is often used as the hydrochloride salt, HSCH2CH2NH3Cl. The comparatively high melting point of cysteamine (95-97 °C), indicates that exists in a salt form.
• Uses: antihyperlipidemic, HMGCoA reductase inhibitor Scavenges benzyl and allyl halides and ketones. Cysteamine is suitable for use:in the preparation of cysteamine modified gold nanoparticles (AuNP)in the fabrication of SU-8 microrods, where in, the amine group of cysteamine reacts with the unreacted epoxide rings present on the surface of the particles, thereby opening it and forming a covalent bondto enhance in vitro development of porcine oocytes matured and fertilized in vitroin a study to demonstrate the depletion effect of cysteamine on cystinotic leucocyte granular fractions of cystine by disulphide interchangeas a radioprotectorto administer subcutaneously in rats to study its blocking effect on somatostatin secretion without modifying the pancreatic insulin or glucagon content as a scavenger in electrophoretic gels (acetic acid/urea gels) 2-Aminoethanethiol is used in preparation method of fluorescence quenching array sensor based on cadmium telluride quantum dots and application in qualitative discrimination and quantitative analysis of organic acids.

Technology Process of Cysteamine

There total 36 articles about Cysteamine 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: 97.0%

thirane (420-12-2) → Cysteamine (60-23-1)

Guidance literature:

With ammonia; at 45 ℃; for 0.666667h; under 11251.1 Torr; Temperature; Pressure;

Reference yield:

2,2'-dithio-bis[ethylamine] (51-85-4) + potassium cyanide (151-50-8) → 4,5-Dihydro-thiazol-2-ylamin (1779-81-3) + Cysteamine (60-23-1)

Guidance literature:

Reference yield:

(4Z,7Z,10Z,13Z,16Z,19Z)-N-(2-mercaptoethyl)docosa-4,7,10,13,16,19-hexaenamide → docosahexaenoic acid (6217-54-5) + Cysteamine (60-23-1)

Guidance literature:

With recombinant enzyme FAAH-1; Catalytic behavior; Kinetics; Enzymatic reaction;

DOI:10.1021/acs.jmedchem.6b01539

upstream raw materials:

ethyleneimine

2,2-pentamethylene-1,3-thiazolidine

2,2'-dithio-bis[ethylamine]

potassium cyanide

Downstream raw materials:

N-(2-mercapto-ethyl)-acetoacetamide

2-(2-furyl)thiazolidine

S-[2-(acetylamino)ethyl] ethanethioate

2-benzyl-4,5-dihydro-thiazole

Refernces

• 1、 Vu, Chi B.,Bridges, Robert J.,Pena-Rasgado, Cecilia,Lacerda, Antonio E.,Bordwell, Curtis,Sewell, Abby,Nichols, Andrew J.,Chandran, Sachin,Lonkar, Pallavi,Picarella, Dominic,Ting, Amal,Wensley, Allison,Yeager, Maisy,Liu, Feng. "Fatty Acid Cysteamine Conjugates as Novel and Potent Autophagy Activators That Enhance the Correction of Misfolded F508del-Cystic Fibrosis Transmembrane Conductance Regulator (CFTR)". . p. 458 - 473. Retrieved 2017.
• 2、 Nelson,Symons. "". . p. 340. Retrieved 1975.
• 3、 Mezyk, Stephen P.. "LINAC/LASER determination of the absolute rate constant for thiyl and hydroxyl radical reaction with sulfhydryls in aqueous solution: Mercaptoethanol, cysteamine, and N-acetyl-L-cysteine". . p. 8295 - 8301. Retrieved 1996.
• 4、 -. "Taurine synthesis method (by machine translation)". Paragraph 0036; 0038; 0041; 0043; 0045; 0047; 0049; 0051. . Retrieved 2020/07/15.