2-THIOADENOSINE

Product Name: 2-THIOADENOSINE
CAS No.: 43157-50-2
Chemical Name: 2-THIOADENOSINE
Synonyms: 2-Thio-Ar;2-THIOADENOSINE;Cangrelor Impurity 6;Adenosine Impurity 4;2,3-dihydro-2-thioxoAdenosine;Adenosine,1,2-dihydro-2-thioxo-;Adenosine, 2,3-dihydro-2-thioxo-;2-Thioadenosine (Cangrelor intermediate 1);6-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purine-2-thione;(2R,3R,4S,5R)-2-(6-aMino-2-Mercapto-9H-purin-9-yl)-5-(hydroxyMethyl)tetrahydrofuran-3,4-diol
CBNumber: CB2267322
Molecular Formula: C10H13N5O4S
Formula Weight: 299.31
MOL File: 43157-50-2.mol

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2-THIOADENOSINE Property

Melting point:: >178°C (dec.)
Boiling point:: 544.5±60.0 °C(Predicted)
Density: 2.18±0.1 g/cm3(Predicted)
storage temp.: 2-8°C(protect from light)
solubility: Aqueous Base (Slightly), DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
form: Solid
pka: 8.37±0.40(Predicted)
color: Pale Yellow to Yellow
InChI: InChI=1S/C10H13N5O4S/c11-7-4-8(14-10(20)13-7)15(2-12-4)9-6(18)5(17)3(1-16)19-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,20)/t3-,5-,6-,9-/m1/s1
InChIKey: LTESOZAUMTUKQX-UUOKFMHZSA-N
SMILES: OC[C@H]1O[C@@H](N2C3=C(C(=NC(=S)N3)N)N=C2)[C@H](O)[C@@H]1O
CAS DataBase Reference: 43157-50-2

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Safety

HS Code: 2934999090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: T345115
Product name: 2-Thioadenosine
Packaging: 500mg
Price: $90
Updated: 2021/12/16

TRC

Product number: T345115
Product name: 2-Thioadenosine
Packaging: 2.5g
Price: $350
Updated: 2021/12/16

Usbiological

Product number: 296468
Product name: 2-Thioadenosine
Packaging: 25mg
Price: $419
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NT07655
Product name: 2-Thioadenosine
Packaging: 25mg
Price: $121
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NT07655
Product name: 2-Thioadenosine
Packaging: 50mg
Price: $205
Updated: 2021/12/16

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2-THIOADENOSINE Chemical Properties,Usage,Production

Description

2-Thioadenosine is a pharmaceutical intermediate compound used in the preparation of cangrelor, a P2Y12 platelet receptor antagonist used to prevent or reduce the risk of thrombosis during stenting procedures. In biology, it regulates the synthesis and degradation of important biomolecules such as DNA, RNA and proteins. It also regulates cell signalling pathways, including those involved in cell growth, proliferation and apoptosis. In addition, it plays a role in maintaining cellular redox balance and regulating oxidative stress.

Uses

2-Thioadenosine has application for developing platelet aggregation inhibitors.

Application

Intermediate in the synthesis of cangrelor

Synthesis

75-15-0

57004-06-5

43157-50-2

General procedure for the synthesis of 6-amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3,9-dihydro-2H-purine-2-thione from carbon disulfide and the compound (CAS: 57004-06-5): In a reaction flask, tetrahydrofuran (5 mL), the compound (II) (27 g. 100 mmol), methanol (100 mL), carbon disulfide (100 mL) and dimethyl sulfoxide (500 mL) and mixed with thorough stirring. The reaction mixture was heated to 140-150 °C and the reaction was continuously stirred at this temperature for 12 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The crude product was washed sequentially with ethanol and water, and then with saturated aqueous sodium chloride solution, and finally dried to give 24 g of the target product in 80% yield.

References

[1] Patent: CN105693800, 2016, A. Location in patent: Paragraph 0028; 0029
[2] Journal of Medicinal Chemistry, 2009, vol. 52, # 23, p. 7669 - 7677
[3] European Journal of Medicinal Chemistry, 2016, vol. 107, p. 204 - 218

2-THIOADENOSINE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-THIOADENOSINE Suppliers

China 133 India 5 United Kingdom 2 United States 4 Global 144

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View Lastest Price from 2-THIOADENOSINE manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 2-THIOADENOSINE 43157-50-2
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-09-16

Career Henan Chemical Co

Product: 2-THIOADENOSINE 43157-50-2
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 500kg
Release date: 2018-08-16

43157-50-2, 2-THIOADENOSINERelated Search:

Adenosine 5'-monophosphate S-Adenosyl-L-methionine ADENOSINE5'-MONOPHOSPHATESODIUMSALT ADENOSINE 5'-DIPHOSPHATE MONOPOTASSIUM SALT ATP disodium salt ADENOSINE 5'-TRIPHOSPHATE DISODIUM SAL& Adenine Adenosine-5'-diphosphate disodium salt 2-THIOADENOSINE 6-AMINO-2-MERCAPTOPURINE

2-Thioadenosine (Cangrelor intermediate 1)

6-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3,9-dihydro-2H-purine-2-thione

(2R,3R,4S,5R)-2-(6-aMino-2-Mercapto-9H-purin-9-yl)-5-(hydroxyMethyl)tetrahydrofuran-3,4-diol

Adenosine,1,2-dihydro-2-thioxo-

Cangrelor Impurity 6

6-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purine-2-thione

2,3-dihydro-2-thioxoAdenosine

2-THIOADENOSINE

Adenosine Impurity 4

2-Thio-Ar

Adenosine, 2,3-dihydro-2-thioxo-

6-Amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-3H-purine-2-thione

43157-50-2