Carboxyaminoimidazole ribotide

Base Information

• Chemical Name: Carboxyaminoimidazole ribotide
• CAS No.: 6001-14-5
• Molecular Formula: C9H14 N3 O9 P
• Molecular Weight: 339.199
• UNII: 5MA501Z5DO
• DSSTox Substance ID: DTXSID50208716
• Nikkaji Number: J38.129B
• Wikipedia: 5%E2%80%B2-Phosphoribosyl-4-carboxy-5-aminoimidazole
• Wikidata: Q2816671
• Metabolomics Workbench ID: 38847
• Mol file: 6001-14-5.mol

Synonyms:5-amino-1-(5-O-phosphonopentofuranosyl)-1H-imidazole-4-carboxylic acid;5-amino-4-imidazolecarboxylic acid ribonucleotide;AICOR;CAIR;carboxy-AIR;carboxyaminoimidazole ribotide

Chemical Property of Carboxyaminoimidazole ribotide

Chemical Property:

• Boiling Point: 865.9±75.0 °C(Predicted)
• PKA: 1.86±0.10(Predicted)
• PSA: 207.40000
• Density: 2.30±0.1 g/cm3(Predicted)
• LogP: -1.52680
• XLogP3: -3.2
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 339.04676603
• Heavy Atom Count: 22
• Complexity: 473

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=C(N1C2C(C(C(O2)COP(=O)(O)O)O)O)N)C(=O)O
• Isomeric SMILES: C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)N)C(=O)O
• Recent ClinicalTrials: Quality-of-Life Management for COPD Patients
• Uses: Carboxy-AIR can be used to treat melanoma through inhibition. This compound can also be used to produce ethanol.

Technology Process of Carboxyaminoimidazole ribotide

There total 5 articles about Carboxyaminoimidazole ribotide 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:

N1-(5-O-phospho-β-D-ribofuranosyl)-4-(ethoxycarbonyl)-5-aminoimidazole (51172-80-6) → 5-amino-4-carboxylic acid-1H-imidazol-1-yl ribotide (6001-14-5)

Guidance literature:

With sodium hydroxide; In water; at 80 ℃; for 2h;

Reference yield:

→ 5-amino-4-carboxylic acid-1H-imidazol-1-yl ribotide (6001-14-5)

Guidance literature:

With enzymeextracts from poultry liver;

Reference yield:

N1-(5-O-phospho-2,3-O-isopropylidene-β-D-ribofuranosyl)-4-(ethoxycarbonyl)-5-aminoimidazole (57204-10-1) → 5-amino-4-carboxylic acid-1H-imidazol-1-yl ribotide (6001-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / Dowex 50 x 4 (H⁺ form) / methanol; H₂O / 5 h / 20 °C

2: 0.2M NaOH / H₂O / 2 h / 80 °C

With sodium hydroxide; Dowex 50 x 4 (H⁺ form); In methanol; water;

upstream raw materials:

N¹-(5-O-phospho-β-D-ribofuranosyl)-4-(ethoxycarbonyl)-5-aminoimidazole

N¹-(5-O-phospho-2,3-O-isopropylidene-β-D-ribofuranosyl)-4-(ethoxycarbonyl)-5-aminoimidazole

N¹-(2',3'-O-isopropylidene-β-D-ribofuranosyl)-4-ethoxycarbonyl-5-aminoimidazole

Downstream raw materials:

(5-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-((phosphonooxy)methyl)tetrahydrofuran-2-yl)-1H-imidazole-4-carbonyl)-L-aspartic acid

Refernces