ChemicalBook >> CAS DataBase List >>5'-CHLORO-5'-DEOXYADENOSINE

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
Last updated:2025-07-24 18:13:52

5'-CHLORO-5'-DEOXYADENOSINE Properties

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)  GHS hazard pictograms
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
Product number Packaging Price Buy
C3773 5G $71 Buy
C3773 25G $213 Buy
D232545 25g $195 Buy
295588 5g $337 Buy
D232545 100g $610 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

Adenosine

58-61-7

5'-CHLORO-5'-DEOXYADENOSINE

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

Global( 151)Suppliers
Supplier Tel Email 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
5'-CHLORO-5'-DEOXYADENOSINE pictures 2025-08-08 5'-CHLORO-5'-DEOXYADENOSINE
892-48-8
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mujin Biotechnology Co.,Ltd
5'-CHLORO-5'-DEOXYADENOSINE pictures 2025-05-30 5'-CHLORO-5'-DEOXYADENOSINE
892-48-8
US $0.00-0.00 / G 1G 97% 2000 Shenzhen Nexcon Pharmatechs Ltd.
 5'-Chloro-5'-deoxy-D-adenosine pictures 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 Spectrum

5'-CHLORO-5'-DEOXYADENOSINE 5-CHLORO-5-DEOXYADENOSINE HYDRATE 5'-CHLORO-5'-DEOXYADENOSINE MONOHYDRATE 5’-chloro-5’-deoxy-adenosin 5'-CHLORO-5'-DEOXY-D-ADENOSINE 5'-Deoxy-5'-chloroadenosine 5'-Cl-5'-deoxyadenosine Adenosine,5'-chloro-5'-deoxy- 9-(5-chloro-5-deoxypentofuranosyl)-9H-purin-6-amine Ribavirin Impurity 63 5'-CHLORO-5'-DEOXYADENOSINE USP/EP/BP 5'-Chloro-5'-deoxyadenosin 892-48-8 Specialty Synthesis Oligonucleotide Synthesis Nucleosides