8-MERCAPTOADENOSINE

Product Name: 8-MERCAPTOADENOSINE
CAS No.: 3001-45-4
Chemical Name: 8-MERCAPTOADENOSINE
Synonyms: 8-Thioadenosine;8-MERCAPTOADENOSINE;Adenosine,7,8-dihydro-8-thioxo-;7,8-Dihydro-8- thioxo- adenosine;6-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-8,9-dihydro-7H-purine-8-thione;6-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-7H-purine-8(9H)-thione
CBNumber: CB9824069
Molecular Formula: C10H13N5O4S
Formula Weight: 299.31
MOL File: 3001-45-4.mol

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8-MERCAPTOADENOSINE Property

storage temp.: 2-8°C(protect from light)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

American Custom Chemicals Corporation

Product number: NUC0002952
Product name: 8-MERCAPTOADENOSINE
Purity: 95.00%
Packaging: 5MG
Price: $500.6
Updated: 2021/12/16

Ambeed

Product number: A270946
Product name: 6-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-7H-purine-8(9H)-thione
Purity: 97%
Packaging: 100mg
Price: $12
Updated: 2021/12/16

Ambeed

Product number: A270946
Product name: 6-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-7H-purine-8(9H)-thione
Purity: 97%
Packaging: 250mg
Price: $24
Updated: 2021/12/16

Ambeed

Product number: A270946
Product name: 6-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-7H-purine-8(9H)-thione
Purity: 97%
Packaging: 1g
Price: $59
Updated: 2021/12/16

Alichem

Product number: 3001454
Product name: 6-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-7H-purine-8(9H)-thione
Packaging: 1g
Price: $198
Updated: 2021/12/16

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8-MERCAPTOADENOSINE Chemical Properties,Usage,Production

Uses

8-Mercaptoadenosine is a nucleoside derivative that can be synthesized in DMF-aqueous solution at room temperature using NaSH via the corresponding 8-bromo compounds, and it is an intermediate in the synthesis of the substrate for RNA pyrophosphorylase[1].

Synthesis

2946-39-6

3001-45-4

The general procedure for the synthesis of 6-amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-3,4-diol of 6-amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-7H-purine-8(9H)-thione from (2R,3R,4S,5R)-2-(6-amino-8-bromo-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-2-yl) was as follows : 1. NaSH (0.8 g, 10 equiv) was added to a solution of 8-bromoadenine (0.5 g, 1.44 mmol) in DMF (7 mL). 2. heat the mixture to 100 °C and add a small amount of water to increase solubility. 3. Stir the reaction mixture at 100°C overnight. 4. the solvent is evaporated under high vacuum and the residue is co-evaporated with methanol several times until a solid is formed. 5. the residue is dissolved in water and neutralized with NaOH solution. 6. After freeze-drying, the product was purified by silica gel column chromatography (eluent: CHCl3:MeOH = 10:1). 7. The target compound was obtained as a light yellow powder (100% yield, melting point 169-170°C). Product characterization data: 1H-NMR (CD3OD, 200 MHz): δ 8.09 (s, 1H, H-2), 6.65 (d, J = 7 Hz, 1H, H-1'), 5.01 (dd, J = 7, 5.5 Hz, 1H, H-2'), 4.39 (dd, J = 5.5, 2.5 Hz, 1H, H-3'), 4.13 (q, J = 2.5 Hz. 1H, H-4'), 3.87 (dd, J = 12.5, 2.5 Hz, 1H, H-5'), 3.71 (dd, J = 1.25, 3 Hz, 1H, H-5''). 13C-NMR (CD3OD, 300 MHz): δ 167.88 (C-6), 151.92 (C-2), 148.12 (C-4), 147.88 (C-8), 107.00 (C-5), 88.62 (C-1'), 85.59 (C-4'), 70.70 (C-2'), 70.62 (C-3') , 62.13 (C-5'). MS (CI/NH3): m/z 317 [M + NH4]+.

References

[1] M Ikehara, et al. Studies of nucleosides and nucleotides. LVI. A versatile method for the systhesis of 8-mercaptoadenosine nucleotides. Chem Pharm Bull (Tokyo). 1973 Feb;21(2):444-5. DOI:10.1248/cpb.21.444

8-MERCAPTOADENOSINE Preparation Products And Raw materials

Raw materials

Preparation Products

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8-MERCAPTOADENOSINE Suppliers

China 19 India 1 Russia 1 United States 4 Global 25

Zhengzhou GranLen pharmaceutical Technology Co., Ltd.

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Creative Peptides

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Rhawn Reagent

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Hefei Hirisun Pharmatech Co., Ltd

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BOC Sciences

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BOC Sciences

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View Lastest Price from 8-MERCAPTOADENOSINE manufacturers

Shenzhen Nexcon Pharmatechs Ltd.

Product: 8-MERCAPTOADENOSINE 3001-45-4
Price: US $0.00-0.00/G
Min. Order: 1G
Purity: 97%
Supply Ability: 2000
Release date: 2025-06-04

3001-45-4, 8-MERCAPTOADENOSINERelated Search:

ADENOSINE 5'-TRIPHOSPHATASE Aminophylline Cyclic adenosine monophosphate 8-(4-CHLOROPHENYLTHIO) ADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, SP-ISOMER SODIUM SALT 8-(4-CHLOROPHENYLTHIO)-2',O-METHYLADENOSINE 3',5'-CYCLIC MONOPHOSPHATE SODIUM SALT 8-MERCAPTOADENOSINE 8-FLUO-CAMP SODIUM SALT 8-(2-[7-NITRO-4-BENZOFURAZANYL]AMINOETHYLTHIO) ADENOSINE-3',5'-CYCLIC MONOPHOSPHATE SODIUM SALT 8-(4-CHLOROPHENYLTHIO)-2'-METHYLADENOSINE-3',5'-CYCLIC MONOPHOSPHATE 8-(4-CHLOROPHENYLTHIO) ADENOSINE-3',5'-CYCLIC MONOPHOSPHATE 8-METHYLTHIOADENOSINE 8-(4-CHLOROPHENYLTHIO)ADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER SODIUM SALT 8-(4-CHLOROPHENYLTHIO)-ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT 8-BENZYLTHIOADENOSINE-3',5'-CYCLIC MONOPHOSPHATE SODIUM SALT

8-MERCAPTOADENOSINE

7,8-Dihydro-8- thioxo- adenosine

8-Thioadenosine

Adenosine,7,8-dihydro-8-thioxo-

6-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-7H-purine-8(9H)-thione

6-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-8,9-dihydro-7H-purine-8-thione

3001-45-4