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Cysteamine

Cysteamine Structure
CAS No.
60-23-1
Chemical Name:
Cysteamine
Synonyms
CYSTEAMINE;mercaptamine;2-MERCAPTOETHYLAMINE;Cysteamin;Cysteamide;Cisteamina;2-amino-ethanethio;2-Amino-1-ethanethiol;β-MEA;L-1573
CBNumber:
CB2223766
Molecular Formula:
C2H7NS
Molecular Weight:
77.15
MOL File:
60-23-1.mol
MSDS File:
SDS
Modify Date:
2024/4/25 11:11:10

Cysteamine Properties

Melting point 95°C
Boiling point 130 °C
Density 0.934 (estimate)
refractive index 1.5300 (estimate)
storage temp. 2-8°C
Water Solubility Soluble in water
form Powder
pka 8.35(at 25℃)
color White to slightly yellow
Merck 14,2779
BRN 635649
Stability Stable, but may be air-sensitive. Incompatible with strong oxidizing agents.
CAS DataBase Reference 60-23-1(CAS DataBase Reference)
EPA Substance Registry System Cysteamine (60-23-1)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22-36/37/38
Safety Statements  26-36
RIDADR  3259
WGK Germany  3
RTECS  KJ0175000
1-3-10-13-34
HS Code  29309090
Toxicity LD50 in mice (mg/kg): 625 orally; 250 i.p. (Klayman); (Srivastava, Field)
NFPA 704
0
2 1

Cysteamine price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) M9768 Cysteamine ~95% 60-23-1 5G ₹8703.3 2022-06-14 Buy
Sigma-Aldrich(India) M9768 Cysteamine ~95% 60-23-1 25G ₹26131.55 2022-06-14 Buy
Sigma-Aldrich(India) M9768 Cysteamine ~95% 60-23-1 50G ₹45908.83 2022-06-14 Buy
Sigma-Aldrich(India) 641022 2-Mercaptoethylamine, polymer-bound 70-90?mesh, extent of labeling: 0.6-1.1?mmol/g loading, 1?% cross-linked with divinylbenzene 60-23-1 5G ₹19939.65 2022-06-14 Buy
Sigma-Aldrich(India) 641022 2-Mercaptoethylamine, polymer-bound 70-90?mesh, extent of labeling: 0.6-1.1?mmol/g loading, 1?% cross-linked with divinylbenzene 60-23-1 25G ₹48582.6 2022-06-14 Buy
Product number Packaging Price Buy
M9768 5G ₹8703.3 Buy
M9768 25G ₹26131.55 Buy
M9768 50G ₹45908.83 Buy
641022 5G ₹19939.65 Buy
641022 25G ₹48582.6 Buy

Cysteamine Chemical Properties,Uses,Production

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.

Chemical Properties

2-AMINOETHANETHIOL is white powder

Uses

antihyperlipidemic, HMGCoA reductase inhibitor

Preparation

Cysteamine can also be prepared by the reaction of ethylenimine with hydrogen sulfide.
(NHCH2CH2) + H2S → HSCH2CH2NH2.

Definition

2-AMINOETHANETHIOL is an amine that consists of an ethane skeleton substituted with a thiol group at C-1 and an amino group at C-2.

Reactions

2-AMINOETHANETHIOL is used as the hydrochloride salt, as it readily oxidizes to the corresponding disulfide, in the presence of air. The amine portion of the molecule serves as a catalyst for this reaction.
4 HSCH2CH2NH2 + O2 → 2 NH2CH2CH2SSCH2CH2NH2 + 2 H2O.

Pharmaceutical Applications

Under the trade name Cystagon, cysteamine is used in the treatment of disorders of cystine excretion. Cysteamine cleaves the disulfide bond with cystine to produce molecules that can escape the metabolic defect in cystinosis and cystinuria.
It is also used for treatment of radiation sickness.
Cysteamine is used in the body to form the essential biochemical coenzyme A by combining with pantothenate and adenosine triphosphate.
In 2008, Raptor Pharmaceuticals started phase II clinical trials testing a delayed release (DR) preparation of cysteamine bitartrate for Huntington's disease. DR Cysteamine is also being investigated as a treatment for cystinosis, Batten disease, and non-alcoholic steatohepatitis.

Safety Profile

Poison by intravenous, subcutaneous, and intraperitoneal routesModerately toxic by ingestion. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of SO, and NOx,.

Purification Methods

It is soluble in H2O giving an alkaline reaction, and it has a disagreeable odour. A likely impurity is the disulfide cystamine which is not soluble in alkaline solution. Under a N2 atmosphere dissolve it in EtOH, evaporate to dryness and wash the white residue with dry pet ether, then sublime it at 0.1mm and store it under N2 at 0-10o in the dark. Its HgCl2 (2:3) complex has m 181-182o (from H2O), and its picrate has m 125-126o. [Mills & Bogert J Am Chem Soc 57 2328 1935, 62 1173 1940, Baddiley & Thain J Chem Soc 800 1952, Shirley Preparation of Organic Intermediates (J. Wiley) Vol 3 189 1951, Barkowski & Hedberg J Am Chem Soc 109 6989 1987, Beilstein 4 IV 1570.]

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