Cystamine dihydrochloride

Base Information

• Chemical Name: Cystamine dihydrochloride
• CAS No.: 56-17-7
• Deprecated CAS: 111625-30-0
• Molecular Formula: C4H12N2S2^.2HCl
• Molecular Weight: 225.207
• Hs Code.: 29309070
• European Community (EC) Number: 200-260-7
• UNII: I90T518457
• DSSTox Substance ID: DTXSID6058766
• Wikidata: Q27280591
• NCI Thesaurus Code: C97356
• ChEMBL ID: CHEMBL1594935
• Mol file: 56-17-7.mol

Synonyms:2,2' Dithiobisethanamine;2,2'-Dithiobisethanamine;Calcium Salt, Cystamine;Cystamine;Cystamine Calcium Salt;Cystamine Diacetate;Cystamine Dihydrobromide;Cystamine Dihydrochloride;Cystamine Hydrobromide;Cystamine Hydrochloride;Cystamine Sulfate;Cystamine Sulfate (1:1);Cysteinamine Disulfide;Cystinamin;Cystineamine;Decarboxycystine;Diacetate, Cystamine;Diaminodiethyldisulfide;Dihydrobromide, Cystamine;Dihydrochloride, Cystamine;Disulfide, Cysteinamine;Hydrobromide, Cystamine;Hydrochloride, Cystamine;Sulfate, Cystamine

Chemical Property of Cystamine dihydrochloride

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.00949mmHg at 25°C
• Melting Point: 217-220 °C (dec.)(lit.)
• Boiling Point: 264.8 °C at 760 mmHg
• Flash Point: 114 °C
• PSA: 102.64000
• Density: 1.172 g/cm³
• LogP: 3.28980
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: H2O: soluble1.0g/10 mL, clear to almost clear, colorless to almo
• Water Solubility.: soluble
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 223.9975462
• Heavy Atom Count: 10
• Complexity: 37

Purity/Quality:

99% ^*data from raw suppliers

Cystamine dihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 37/39-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C(CSSCCN)N.Cl.Cl
• Uses: hepatoprotectant, t-glutaminase inhibitor, heat shock protein promoter, caspase inhibitor sulfhydryl modifying reagent and heparin antagonist Cystamine dihydrochloride acts as an anti-infective agent, which is used in the treatment of urinary tract infections. It is also used as a radiation-protective agent that interferes with sulfhydryl enzymes. Further, it serves as a heparin antagonist and sulfhydryl modifying reagent. In addition to this, it is used as an inhibitor of TGase.

Technology Process of Cystamine dihydrochloride

There total 6 articles about Cystamine dihydrochloride 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: 99.0%

C23H26N2O3S → cystamine dihydrochioride (56-17-7) + 4-phenyl-1-(phenylmethyl)-2,3-azetidinedione

Guidance literature:

C₂₃H₂₆N₂O₃S; With hydrogenchloride; In ethyl acetate; at 60 ℃; for 4h;

With oxygen; In chloroform; at 25 ℃; for 720h; Further stages.;

DOI:10.1016/j.tetasy.2008.02.011

Reference yield: 98.0%

2-mercaptoethylamine hydrochloride (156-57-0) → cystamine dihydrochioride (56-17-7)

Guidance literature:

With dimethyl sulfoxide; at 90 ℃; for 6h;

Reference yield: 88.7%

→ N,N'-di-[N-(3,4-methylenedioxybenzyl)-carbamoyl]2,2'-dithiobisethanamine + cystamine dihydrochioride (56-17-7)

Guidance literature:

upstream raw materials:

2-mercaptoethylamine hydrochloride

di(benzothiazol-2-yl)disulfide

Downstream raw materials:

C₂₀H₁₈F₆N₂O₄S₂

C₂₀H₂₄N₂O₄S₂

((S)-1-{2-[2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-ethyldisulfanyl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

1-(2-mercaptoethyl)-3-phenyl-urea

Refernces

• 1、 Li, Yinghua,Li, Xiaoling,Zheng, Wenjie,Fan, Cundong,Zhang, Yibo,Chen, Tianfeng. "Functionalized selenium nanoparticles with nephroprotective activity, the important roles of ROS-mediated signaling pathways". . p. 6365 - 6372. Retrieved 2013/12/04.
• 2、 Cremonesi, Giuseppe,Dalla Croce, Piero,La Rosa, Concetta. "[2 + 2] Cycloaddition reactions of imines with cyclic ketenes: Synthesis of 1,3-thiazolidine derived spiro-β-lactams and their transformations". . p. 1580 - 1588. Retrieved 2007/10/03.