2-Mercapto-5-benzimidazolecarboxylic acid

Base Information

• Chemical Name: 2-Mercapto-5-benzimidazolecarboxylic acid
• CAS No.: 58089-25-1
• Molecular Formula: C8H6N2O2S
• Molecular Weight: 194.214
• Hs Code.: 2933990090
• European Community (EC) Number: 680-111-4
• DSSTox Substance ID: DTXSID30351557
• Nikkaji Number: J1.989.508D
• Wikidata: Q72488470
• ChEMBL ID: CHEMBL1797920
• Mol file: 58089-25-1.mol

Synonyms:58089-25-1;2-Mercapto-5-benzimidazolecarboxylic acid;2-Mercapto-1H-benzo[d]imidazole-5-carboxylic acid;2-thioxo-2,3-dihydro-1H-benzimidazole-5-carboxylic acid;2-sulfanylidene-1,3-dihydrobenzimidazole-5-carboxylic acid;2-Mercapto-1H-benzimidazole-5-carboxylic acid;2-Mercapto-1h-benzoimidazole-5-carboxylic acid;2-mercaptobenzoimidazole-5-carboxylic acid;CHEMBL1797920;2-Mercapto-3H-benzoimidazole-5-carboxylic acid;2-MERCAPTO-5-BENZIMIDAZOLECARBOXYLICACID;2-sulfanylidene-2,3-dihydro-1H-1,3-benzodiazole-5-carboxylic acid;2-mercaptobenzimidazole-5-carboxylic acid;2-thioxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylic acid;Oprea1_475598;Oprea1_603924;Oprea1_678887;SCHEMBL766092;SCHEMBL10284395;DCRZVUIGGYMOBI-UHFFFAOYSA-;2-mercapto-5-carboxybenzimidazole;DTXSID30351557;5-Carboxy-2-mercaptobenzimidazole;DCRZVUIGGYMOBI-UHFFFAOYSA-N;BCP32368;BBL010382;BDBM50346544;MFCD01318607;MFCD01831245;STK319160;AKOS000103980;AKOS000283112;AKOS002162282;AM85831;FS-5567;2-mercaptobenzo-imidazole-5carboxylic acid;C1989;CS-0040792;FT-0656625;EN300-43832;2-Mercapto-1H-benzimidazole-6-carboxylic acid;AB00682763-01;A831733;W-203182;F0400-0063;Z275237524;2-mercapto-1H-benzimidazole-6-carboxylic acid, AldrichCPR;2-Sulfanyl-1H-benzimidazole-5-carboxylic acid, AldrichCPR;2-Sulfanyl-1H-benzimidazole-5-carboxylic acid;InChI=1/C8H6N2O2S/c11-7(12)4-1-2-5-6(3-4)10-8(13)9-5/h1-3H,(H,11,12)(H2,9,10,13)

Chemical Property of 2-Mercapto-5-benzimidazolecarboxylic acid

Chemical Property:

• Vapor Pressure: 1.46E-07mmHg at 25°C
• Melting Point: >290℃
• Refractive Index: 1.783
• Boiling Point: 413 °C at 760 mmHg
• PKA: 4.33±0.20(Predicted)
• Flash Point: 203.6 °C
• PSA: 100.97000
• Density: 1.63 g/cm³
• LogP: 1.92370
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 194.01499861
• Heavy Atom Count: 13
• Complexity: 257

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Mercapto-5-benzimidazolecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C(=O)O)NC(=S)N2

Technology Process of 2-Mercapto-5-benzimidazolecarboxylic acid

There total 6 articles about 2-Mercapto-5-benzimidazolecarboxylic acid 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: 80.0%

carbon disulfide (75-15-0,12122-00-8) + 3,4-diaminobenzoic acid (619-05-6) → 2-mercaptobenzimidazole (58089-25-1)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 7h;

DOI:10.1002/chem.201200938

Reference yield: 56.7%

potassium ethyl xanthogenate (140-89-6) + 3,4-diaminobenzoic acid (619-05-6) → 2-mercaptobenzoimidazole-5-carboxylic acid (58089-25-1)

Guidance literature:

In ethanol; water; for 4h; Heating;

DOI:10.1248/cpb.29.1876

Reference yield:

potassium ethyl xanthogenate (140-89-6) + 3,4-diaminobenzoic acid (619-05-6) → 2-mercaptobenzimidazole (58089-25-1)

Guidance literature:

In N,N-dimethyl acetamide; N,N-dimethyl-formamide; at 160 ℃; for 1.5h;

upstream raw materials:

potassium ethyl xanthogenate

carbon disulfide

3,4-diaminobenzoic acid

Downstream raw materials:

5-{[4-(2-tert-butylphenyl)piperazin-1-yl]carbonyl}-1H-benzimidazole-2-thiol

[(5-{[4-(2-tert-Butylphenyl)piperazin-1-yl]carbonyl}-1H-benzimidazol-2-yl)sulfanyl]acetic acid

tert-butyl [(5-{[4-(2-tert-butylphenyl)piperazin-1-yl]carbonyl}-1H-benzimidazol-2-yl)sulfanyl]acetate

5-carboxy-2-[{4-(2-benzyloxy)ethoxy-3-methylpyridine-2-yl}methylthio]-1H-benzimidazole

Refernces

• 1、 Mitra, Raja,Das, Sangeeta,Shinde, Sridevi V.,Sinha, Sarika,Somasundaram, Kumaravel,Samuelson, Ashoka G.. "Anticancer activity of hydrogen-bond-stabilized half-sandwich Ru II complexes with heterocycles". . p. 12278 - 12291. Retrieved 2013/01/14.
• 2、 Nakayama,Taira,Ikeda,Ashizawa,Oda,Arakawa,Fujii. "Synthesis and structure-activity study of protease inhibitors. V. Chemical modification of 6-amidino-2-naphthyl 4-guanidinobenzoate". . p. 117 - 125. Retrieved 2007/10/02.