5'-CHLORO-5'-DEOXYADENOSINE
- CAS No.
- 892-48-8
- Chemical Name:
- 5'-CHLORO-5'-DEOXYADENOSINE
- Synonyms
- Ribavirin Impurity 63;5'-Cl-5'-deoxyadenosine;5'-Chloro-5'-deoxyadenosin;5’-chloro-5’-deoxy-adenosin;5'-CHLORO-5'-DEOXYADENOSINE;5'-Deoxy-5'-chloroadenosine;Adenosine,5'-chloro-5'-deoxy-;5'-CHLORO-5'-DEOXY-D-ADENOSINE;5-CHLORO-5-DEOXYADENOSINE HYDRATE;5'-CHLORO-5'-DEOXYADENOSINE USP/EP/BP
- CBNumber:
- CB4706654
- Molecular Formula:
- C10H12ClN5O3
- Molecular Weight:
- 285.69
- MDL Number:
- MFCD00049038
- MOL File:
- 892-48-8.mol
Melting point | 187 °C (exothermic decomp onset @144.5 C)(lit.) |
---|---|
Boiling point | 645.6±65.0 °C(Predicted) |
Density | 2.03±0.1 g/cm3(Predicted) |
storage temp. | Keep in dark place,Sealed in dry,2-8°C |
solubility | DMSO (Slightly), Water (Slightly, Heated) |
form | Solid |
pka | 13.03±0.70(Predicted) |
color | Off-White to Light Beige |
InChI | InChI=1S/C10H12ClN5O3/c11-1-4-6(17)7(18)10(19-4)16-3-15-5-8(12)13-2-14-9(5)16/h2-4,6-7,10,17-18H,1H2,(H2,12,13,14)/t4-,6-,7-,10-/m1/s1 |
InChIKey | IYSNPOMTKFZDHZ-KQYNXXCUSA-N |
SMILES | C(Cl)[C@H]1O[C@@H](N2C3C(=C(N=CN=3)N)N=C2)[C@H](O)[C@@H]1O |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS07 |
---|---|
Signal word | Warning |
Hazard statements | H302-H315-H319-H335 |
Precautionary statements | P261-P305+P351+P338 |
WGK Germany | 3 |
RTECS | AU7357200 |
5'-CHLORO-5'-DEOXYADENOSINE price More Price(29)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
TCI Chemical | C3773 | 5'-Chloro-5'-deoxyadenosine | 892-48-8 | 5G | $71 | 2025-07-31 | Buy |
TCI Chemical | C3773 | 5'-Chloro-5'-deoxyadenosine | 892-48-8 | 25G | $213 | 2025-07-31 | Buy |
TRC | D232545 | 5''-Deoxy-5''-chloroadenosine | 892-48-8 | 25g | $195 | 2021-12-16 | Buy |
Usbiological | 295588 | 5'-Chloro-5'-deoxyadenosine | 892-48-8 | 5g | $337 | 2021-12-16 | Buy |
TRC | D232545 | 5''-Deoxy-5''-chloroadenosine | 892-48-8 | 100g | $610 | 2021-12-16 | Buy |
5'-CHLORO-5'-DEOXYADENOSINE Chemical Properties,Uses,Production
Uses
5''-Deoxy-5''-chloroadenosine is an intermediate in the synthesis of 5''-Deoxy-5''-(methylthio)adenosine (D242600), a substrate to study the specificity and kinetics of 5′-methylthioadenosinephosphorylase (MTAP) (EC2.4.2.28), a tumor suppressor gene expressed enzyme that supports the S-adenosylmethionine (AdoMet) and methionine salvage pathways.
Definition
ChEBI: 5'-chloro-5'-deoxyadenosine is a member of adenosines. It is functionally related to an adenosine.
Synthesis

58-61-7

892-48-8
General steps: 1. Preparation of (2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-(chloromethyl) tetrahydrofuran-3,4-diol Under ice bath cooling conditions, (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol (1 g, 3.47 mmol) was dissolved in acetonitrile (10 ml), pyridine (593 mg, 0.6 ml, 7.49 mmol) and SOCl2 (2.22 g, 1.36 ml, 18.65 mmol). The reaction mixture was stirred at 0-5 °C for 3-4 h, followed by slow warming to room temperature and stirring overnight. After completion of the reaction, the suspension was concentrated in vacuum. Methanol (20 ml), water (2 ml) and NH4OH (4 ml) were added to the concentrate and stirred for 0.5 h at room temperature. The reaction mixture was again concentrated to dryness. The crude product was dissolved in methanol, silica gel (3 g) was added and the solvent was subsequently removed. The residue was purified by silica gel column chromatography (SGC) using gradient elution with ethyl acetate:methanol (0%-10%) to afford the target compound (0.915 g, 86% yield) as a light yellow solid. NMR (500 MHz, MeOD): δ 8.24 (s, 1H), 8.02 (s, 1H), 7.27-7.20 (m, 5H), 6.19 (d, J = 2.0 Hz, 1H), 5.48-5.46 (m, 1H), 5.08-5.06 (m, 1H), 4.43 (t, J = 4.0 Hz, 1H), 3.83 -3.81 (m, 2H), 3.01-2.99 (br s, 2H), 1.60 (s, 3H), 1.38 (s, 3H) ppm. LCMS (m/z): 395.8 [M + H]+.
References
[1] Journal of Medicinal Chemistry, 2012, vol. 55, # 18, p. 8066 - 8074,9
[2] Angewandte Chemie - International Edition, 2016, vol. 55, # 46, p. 14277 - 14280
[3] Angew. Chem., 2016, vol. 128, # 46, p. 14489 - 14492,4
[4] Tetrahedron Letters, 2018, vol. 59, # 4, p. 415 - 417
[5] Patent: US4373097, 1983, A
5'-CHLORO-5'-DEOXYADENOSINE Preparation Products And Raw materials
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Hebei Mujin Biotechnology Co.,Ltd | +8613288715578 | sales@hbmojin.com | China | 12399 | 58 |
career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29855 | 58 |
SHANDONG ZHI SHANG CHEMICAL CO.LTD | +86 18953170293 | sales@sdzschem.com | China | 2930 | 58 |
Jinan Carbotang Biotech Co.,Ltd. | +8615866703830 | figo.gao@foxmail.com | China | 8497 | 58 |
Hubei xin bonus chemical co. LTD | 86-13657291602 | linda@hubeijusheng.com | CHINA | 22963 | 58 |
BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19552 | 58 |
Changzhou Carman Chemical Co., Ltd. | 15061933924 | CHINA | 514 | 58 | |
Shanghai Yingrui Biopharma Co.,Ltd | 21-33585366 | export01@shyrchem.com | CHINA | 1319 | 58 |
CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49732 | 58 |
Antai Fine Chemical Technology Co.,Limited | 18503026267 | info@antaichem.com | CHINA | 9636 | 58 |
View Lastest Price from 5'-CHLORO-5'-DEOXYADENOSINE manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
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2025-08-08 | 5'-CHLORO-5'-DEOXYADENOSINE
892-48-8
|
US $0.00 / KG | 1KG | 99% | 50000KG/month | Hebei Mujin Biotechnology Co.,Ltd | |
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2025-05-30 | 5'-CHLORO-5'-DEOXYADENOSINE
892-48-8
|
US $0.00-0.00 / G | 1G | 97% | 2000 | Shenzhen Nexcon Pharmatechs Ltd. | |
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2025-04-04 | 5'-Chloro-5'-deoxy-D-adenosine
892-48-8
|
US $0.00-0.00 / kg | 1kg | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd.
|
-
- 5'-CHLORO-5'-DEOXYADENOSINE
892-48-8
- US $0.00 / KG
- 99%
- Hebei Mujin Biotechnology Co.,Ltd
-
- 5'-CHLORO-5'-DEOXYADENOSINE
892-48-8
- US $0.00-0.00 / G
- 97%
- Shenzhen Nexcon Pharmatechs Ltd.
-
- 5'-Chloro-5'-deoxy-D-adenosine
892-48-8
- US $0.00-0.00 / kg
- 98%
- Henan Aochuang Chemical Co.,Ltd.
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