8-BROMOINOSINE

Base Information

• Chemical Name: 8-BROMOINOSINE
• CAS No.: 55627-73-1
• Molecular Formula: C10H11 Br N4 O5
• Molecular Weight: 347.125
• Hs Code.: 2934999090
• Mol file: 55627-73-1.mol

Synonyms:8-Bromoinosine;NSC 237840; SQ 22056

Chemical Property of 8-BROMOINOSINE

Chemical Property:

• Vapor Pressure: 1.58E-22mmHg at 25°C
• Melting Point: 180-190°C
• Boiling Point: 732.5°Cat760mmHg
• PKA: 8.09±0.70(Predicted)
• Flash Point: 396.8°C
• PSA: 133.75000
• Density: 2.45g/cm³
• LogP: -1.09410
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

8-Bromoinosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23-25-36-38
• Safety Statements: 26-36-37-39-45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 8-Bromoinosine is used in synthetic preparation of (bromo)adenosine, (bromo)guanosine derivatives via microwave-mediated regioselective and chemoselective bromination of adenosine, inosine and guanosine derivatives. 8-Bromoinosine is also used as reagent/reactant for preparation and immunostimulating activity of purine-substituted methylglucosamines via glycosylation of purines and methylglucosamine.

Technology Process of 8-BROMOINOSINE

There total 6 articles about 8-BROMOINOSINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

2’,3’,5’-tri-O-acetyl-8-bromoinosine (55627-72-0) → 8-Bromoionosine (55627-73-1)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 5h;

DOI:10.1021/jm060275a

Reference yield:

8-bromoadenosine (2946-39-6) → 8-Bromoionosine (55627-73-1)

Guidance literature:

8-bromoadenosine; With acetic acid; sodium nitrite; at 20 ℃;

With water; Further stages.;

DOI:10.1002/chem.200601126

Reference yield:

adenosine (58-61-7) → 8-Bromoionosine (55627-73-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Br₂ / acetate buffer / pH 4

2.1: NaNO₂; acetic acid / 20 °C

2.2: H₂O

With bromine; acetic acid; sodium nitrite; In acetate buffer;

DOI:10.1002/chem.200601126

upstream raw materials:

8-bromoadenosine

2’,3’,5’-tri-O-acetyl-8-bromoinosine

adenosine

8-(4-morpholinyl)inosine

Downstream raw materials:

8-benzylamino-2',3'-O-isopropylideneinosine

8-benzylaminoinosine

C₂₀H₂₁N₅O₄

8-mercaptoinosine

Refernces

• 1、 Moreau, Christelle,Wagner, Gerd K.,Weber, Karin,Guse, Andreas H.,Potter, Barry V. L.. "Structural determinants for N1/N7 cyclization of nicotinamide hypoxanthine 5′-dinucleotide (NHD+) derivatives by ADP-ribosyl cyclase from Aplysia californica: Ca2+-mobilizing activity of 8-substituted cyclic inosine 5′-diphosphoribose analogues in T-lymphocytes". . p. 5162 - 5176. Retrieved 2008/04/18.