2-Amino-6-chloropurine Riboside
- CAS No.
- 2004-07-1
- Chemical Name:
- 2-Amino-6-chloropurine Riboside
- Synonyms
- 6-Cl-Gr;NSC 44586;2-Amino-6-chL;6-CHLOROADENOSINE;6-CHLOROGUANOSINE;6-Chloroguanosine2;oropurine riboside;Regadenoson Impurity 40;6-CHLOROGUANINE RIBOSIDE;2-NH2-6-Cl-purine-riboside
- CBNumber:
- CB1755136
- Molecular Formula:
- C10H12ClN5O4
- Molecular Weight:
- 301.69
- MDL Number:
- MFCD00005735
- MOL File:
- 2004-07-1.mol
- MSDS File:
- SDS
| Product description | Number | Pack Size | Price |
| 2-Amino-6-chloropurine Riboside >95.0%(HPLC)(T) | A2054 | 1g | $45 |
| 2-Amino-6-chloropurine Riboside >95.0%(HPLC)(T) | A2054 | 5g | $176 |
| 2-Amino-6-chloro-9-(b-D-ribofuranosyl)purine | A617553 | 1g | $45 |
| 2-Amino-6-chloropurine-9-β-D-riboside | A603510 | 500mg | $45 |
| 2-Amino-6-chloropurine-9-b-D-riboside | A1376-58 | 500mg | $319 |
| More product size | |||
| Melting point | 165-167 °C (dec.)(lit.) |
|---|---|
| Boiling point | 729.9±70.0 °C(Predicted) |
| Density | 1.8359 (rough estimate) |
| refractive index | -38 ° (C=0.1, H2O) |
| storage temp. | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
| solubility | DMSO, Methanol |
| pka | 13.05±0.70(Predicted) |
| form | Powder |
| color | White to Off-white |
| InChIKey | TXWHPSZYRUHEGT-ACJOCUEISA-N |
| CAS DataBase Reference | 2004-07-1(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315-H319-H332-H335 | |||||||||
| Precautionary statements | P261-P280-P305+P351+P338 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 24/25-36-26 | |||||||||
| WGK Germany | 3 | |||||||||
| Hazard Note | Irritant | |||||||||
| HS Code | 29349990 | |||||||||
| NFPA 704 |
|
2-Amino-6-chloropurine Riboside price More Price(30)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | A2054 | 2-Amino-6-chloropurine Riboside >95.0%(HPLC)(T) | 2004-07-1 | 1g | $45 | 2026-03-19 | Buy |
| TCI Chemical | A2054 | 2-Amino-6-chloropurine Riboside >95.0%(HPLC)(T) | 2004-07-1 | 5g | $176 | 2026-03-19 | Buy |
| TRC | A617553 | 2-Amino-6-chloro-9-(b-D-ribofuranosyl)purine | 2004-07-1 | 1g | $45 | 2021-12-16 | Buy |
| TRC | A603510 | 2-Amino-6-chloropurine-9-β-D-riboside | 2004-07-1 | 500mg | $45 | 2021-12-16 | Buy |
| Usbiological | A1376-58 | 2-Amino-6-chloropurine-9-b-D-riboside | 2004-07-1 | 500mg | $319 | 2021-12-16 | Buy |
2-Amino-6-chloropurine Riboside Chemical Properties,Uses,Production
Chemical Properties
Colourless Crystalline Solid
Uses
2-Amino-6-chloropurine riboside (1) is a a novel class of inhibitors of endogenous protein degradation for the preparation of a number of important purine nucleoside derivatives. For example, 6-thioguanosine 2 and 6-selenoguanosine 3 were prepared from a reaction of 1 and the corresponding sodium thiosulfate or potassium selenosulfate.1) 18O-labeled guanosine 4 was incubated from 1 with adenosine deaminase in (18O)-water.2) 2-Amino-6-ethoxypurine riboside 5 and 2-amino-N6-amino-N6-methyladenosine 6 were prepared by treatment of 1 with nucleophiles, sodium ethoxide and methylhydrazine, respectively.3,4) 2-Amino-N6-substituted purine analogues, as typified by 6, were reported as anti-malarial active compounds.
Synthesis
16321-99-6
2004-07-1
GENERAL STEPS: (2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(2-amino-6-chloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate (1.56 g, 3.64 mmol) was dissolved in acetone (10 mL), phosphate buffer (58 mL, pH 8) and Novozyme (1.6 g) were added. The reaction mixture was stirred at 60°C for 8 days. After completion of the reaction, the enzyme was removed by filtration and washed with ethanol (50 mL) and acetone (50 mL). The filtrate was concentrated under reduced pressure and the resulting crude product was purified by silica gel column chromatography (eluent: CH2Cl2:MeOH, 85:15) to afford (2R,3R,4S,5R)-2-(2-amino-6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol (0.61 g, 55% yield) as a light blue powder.1H NMR ( 400 MHz, DMSO-d6) δ 8.38 (s, 1H, H-8), 6.99 (s, 1H, NH2), 5.81 (d, J = 5.80 Hz, 1H, H-1'), 5.49 (br s, 1H, OH-2'), 5.19 (br s, 1H, OH-3'), 5.05 (t, J = 5.24 Hz, 1H, OH -5'), 4.47 (t, J = 4.85 Hz, 1H, H-2'), 4.20-4.02 (m, 1H, H-3'), 3.90 (q, J = 3.98 Hz, 1H, H-4'), 3.69-3.60 (m, 1H, H2-5'), 3.59-3.52 (m, 1H, H2-5'); 13C NMR (100 MHz, DMSO-d6) δ 160.5, 154.7, 150.2, 141.9, 124.2, 87.4, 86.0, 74.2, 70.9, 61.9; high resolution ES-MS m/z 302.0649 ([M + H]+, C10H1335ClN5O4 calculated value 302.0651).
References
[1] A. JANKOWSKI L. T D Wise. Sodium Thiosulfate and Potassium Selenosulfate as Reagents to Prepare Thio-and Selenopurine Nucleosides[J]. Nucleosides, Nucleotides & Nucleic Acids, 1989, 8 1: 339-348. DOI:10.1080/07328318908054179.
[2] SUNDEEP RAYAT. 5-Cyanoimino-4-oxomethylene-4,5-dihydroimidazole and 5-Cyanoamino-4-imidazolecarboxylic Acid Intermediates in Nitrosative Guanosine Deamination: Evidence from 18O-Labeling Experiments[J]. Journal of the American Chemical Society, 2004, 126 32: 9960-9969. DOI:10.1021/ja049835q.
[3] MORRIS J. ROBINS. Nucleic acid related compounds. 114. Synthesis of 2,6-(disubstituted)purine 2′,3′-dideoxynucleosides and selected cytotoxic, anti-hepatitis b, and adenosine deaminase substrate activities[J]. Journal of Heterocyclic Chemistry, 2009, 38 6: 1297-1306. DOI:10.1002/jhet.5570380609.
[4] KATHLEEN TOO . Anti-malarial activity of N6-modified purine analogues[J]. Bioorganic & Medicinal Chemistry, 2007, 15 16: Pages 5551-5562. DOI:10.1016/j.bmc.2007.05.038.
[5] ALICJA STACHELSKA-WIERZCHOWSKA. Tri-Cyclic Nucleobase Analogs and their Ribosides as Substrates of Purine-Nucleoside Phosphorylases. II Guanine and Isoguanine Derivatives.[J]. Molecules, 2019, 24 8. DOI:10.3390/molecules24081493.
[6] SHIH-HSI CHU Ming Y C Chyng Yann Shiue. Synthesis and cytotoxicity of 6-selenopurine arabinoside and related compounds[J]. Journal of pharmaceutical sciences, 1975, 64 8: 1343-1346. DOI:10.1002/jps.2600640818.
2-Amino-6-chloropurine Riboside Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hebei Chuanghai Biotechnology Co., Ltd | +8615350571055 | Sibel@chuanghaibio.com | China | 8738 | 58 |
| Moxin Chemicals | +86-17320513646 +8617320513646 | anna@molcoo.com | China | 10000 | 58 |
| Capot Chemical Co.,Ltd. | +86-(0)57185586718; +8613336195806 | sales@capot.com | China | 29640 | 60 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29822 | 58 |
| Jinan Carbotang Biotech Co.,Ltd. | +8615866703830 | figo.gao@foxmail.com | China | 8497 | 58 |
| Yunbio Tech Co.,Ltd. | +86-010-60605551 +86-18046518538 | yunbiochem@126.com | China | 321 | 58 |
| Xiamen AmoyChem Co., Ltd | +86-86-5926051114 +8615060885618 | sales@amoychem.com | China | 6369 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| Shanghai Yingrui Biopharma Co.,Ltd | 21-33585366 | export01@shyrchem.com | CHINA | 1319 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49977 | 58 |
View Lastest Price from 2-Amino-6-chloropurine Riboside manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2026-04-17 | 2-Amino-6-chloropurine-9-riboside
2004-07-1
|
US $0.00-0.00 / Kg/Drum | 1KG | 98%min | 500kg | WUHAN FORTUNA CHEMICAL CO., LTD | |
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2026-04-17 | 2-Amino-6-chloropurine-9-riboside
2004-07-1
|
US $0.00 / G/KG | 1G/KG | 99% | 100000000KG | Anhuyan (Hainan) Biotechnology Co., LTD | |
![]() |
2026-04-17 | 6-Chloroguanineriboside
2004-07-1
|
US $0.00-0.00 / mg | 10g | TargetMol Chemicals Inc. |
-

- 2-Amino-6-chloropurine-9-riboside
2004-07-1
- US $0.00-0.00 / Kg/Drum
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-

- 2-Amino-6-chloropurine-9-riboside
2004-07-1
- US $0.00 / G/KG
- 99%
- Anhuyan (Hainan) Biotechnology Co., LTD
-

- 6-Chloroguanineriboside
2004-07-1
- US $0.00-0.00 / mg
- TargetMol Chemicals Inc.
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