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8-Bromoguanosine

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8-Bromoguanosine manufacturers

  • 8-Bromoguanosine
  • 8-Bromoguanosine pictures
  • 2026-09-11
  • CAS:4016-63-1
  • Min. Order: 25g
  • Purity: 98%min
  • Supply Ability: 100kgs
  • 8-Bromoguanosine
  • 8-Bromoguanosine pictures
  • $29.00
  • 2026-08-30
  • CAS:4016-63-1
  • Purity: 99.62%
  • Supply Ability: 10g
  • 8-Bromoguanosine
  • 8-Bromoguanosine pictures
  • 2026-08-13
  • CAS:4016-63-1
  • Min. Order: 1G
  • Purity: 97%
  • Supply Ability: 2000
8-Bromoguanosine Basic information
Product Name:8-Bromoguanosine
Synonyms:8-Bromo-D-guanosine;8-BROMOGUANOSINE, HPLC PURIFIED, 98% PURE WITH HPLC UV CHROMATOGRAM;2-AMINO-8-BROMO-6-HYDROXYPURINE RIBOSIDE;8-BROMOGUANOSINE;8-Bromoguanosine ,98%;8-Br-G;2-aMino-8-broMo-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one;NAB-1
CAS:4016-63-1
MF:C10H12BrN5O5
MW:362.14
EINECS:223-677-6
Product Categories:Pyridines, Pyrimidines, Purines and Pteredines;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides
Mol File:4016-63-1.mol
8-Bromoguanosine Structure
8-Bromoguanosine Chemical Properties
Melting point 222°C
Boiling point 774.0±70.0 °C(Predicted)
density 2.62±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility DMSO, Methanol (Sparingly), Hot Water
form Powder
pka13.00±0.70(Predicted)
color Off-white
BRN 578725
CAS DataBase Reference4016-63-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22-36/37/38
Safety Statements 22-24/25-36-26
WGK Germany 3
HS Code 29389090
MSDS Information
ProviderLanguage
SigmaAldrich English
8-Bromoguanosine Usage And Synthesis
Chemical PropertiesWhite Solid
Uses8-Bromoguanosine-13C2,15N is an intermediate in the synthesis of 8-Aminoguanosine-13C2,15N (A609877). 8-Aminoguanosine-13C2,15N is an isotopic labelled compound of 8-Aminoguanosine (A609875), which is a potent inhibitor of purine nucleoside phosphorylase.
DefinitionChEBI: 8-Bromoguanosine is a purine nucleoside.
Synthesis
Guanosine

118-00-3

8-Bromoguanosine

4016-63-1

Bromine (0.8 mL, 14.6 mmol) was added dropwise to a suspension of guanosine (4.0 g, 14.4 mmol) in water (100 mL), and the rate of addition was controlled so that the reaction mixture returned to colorless after each addition. The addition of bromine was terminated when the reaction mixture took on a yellowish color due to residual bromine. The colorless solid product was collected by rapid filtration and washed sequentially with 60 mL of cold water and 30 mL of cold acetone. The crude product was recrystallized by dissolving in 150 mL of hot water and subsequently dried under vacuum at 60 °C for 6 hours. Finally, 4.4 g (11.8 mmol, 85% yield) of the target compound 13 was obtained as colorless needle-like crystals with a melting point of 198-200 °C. The NMR data were as follows: 1H NMR (400 MHz, DMSO-d6) δ: 10.82 (1H, s), 6.50 (2H, s), 5.69 (1H, d, J = 6.4 Hz), 5.45 (1H, d, J = 6.0 Hz), 5.09 (1H, d, J = 5.2 Hz), 5.02 (1H, dd, J = 6.0, 11.6 Hz), 4.02 (1H, dd, J = 6.0, 11.6 Hz). 11.6 Hz), 4.92 (1H, t, J = 6.0 Hz), 4.14 (1H, m), 3.86 (1H, m), 3.66 (1H, m), 3.52 (1H, m); 13C NMR (100 MHz, DMSO-d6) δ: 155.5, 153.4, 152.0, 121.2, 117.5, 89.7, 85.8, 70.5, 70.3, 62.0.

References[1] Photochemistry and Photobiology, 2018, vol. 94, # 4, p. 677 - 684
[2] Nucleosides, Nucleotides and Nucleic Acids, 2012, vol. 31, # 10, p. 707 - 719
[3] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001, vol. 40, # 5, p. 382 - 385
[4] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 2, p. 379 - 383
[5] Tetrahedron Letters, 2016, vol. 57, # 27-28, p. 2949 - 2953
8-Bromoguanosine Preparation Products And Raw materials
Raw materialsGuanosine-->Water
Tag:8-Bromoguanosine(4016-63-1) Related Product Information
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