1-Isopropyl-1h-1,2,3-benzotriazole-5-carboxylic acid

Base Information

• Chemical Name: 1-Isopropyl-1h-1,2,3-benzotriazole-5-carboxylic acid
• CAS No.: 306935-41-1
• Molecular Formula: C₁₀H₁₁N₃O₂
• Molecular Weight: 205.216
• Hs Code.: 2933990090
• European Community (EC) Number: 672-993-4
• DSSTox Substance ID: DTXSID70371532
• Wikidata: Q27078013
• Pharos Ligand ID: 1SSWP52N1AH8
• ChEMBL ID: CHEMBL381638
• Mol file: 306935-41-1.mol

Synonyms:306935-41-1;ibc 293;1-isopropyl-1h-1,2,3-benzotriazole-5-carboxylic acid;1-propan-2-ylbenzotriazole-5-carboxylic acid;1-isopropyl-1h-benzo[d][1,2,3]triazole-5-carboxylic acid;1-Isopropyl-1,2,3-benzotriazole-5-carboxylic acid;IBC-293;IBC293;1H-Benzotriazole-5-carboxylic acid, 1-(1-methylethyl)-;1-Isopropyl-1H-benzotriazole-5-carboxylic acid;1-Isopropylbenzotriazole-5-carboxylic acid;CHEMBL381638;Maybridge1_005244;D0VE9G;Oprea1_143042;GPR109 receptor agonist-1;SCHEMBL839123;GTPL1597;IPBT-5CA;CHEBI:92275;HMS556G08;DTXSID70371532;RUTVRAJKELSHCC-UHFFFAOYSA-N;HMS3269G15;HMS3413O22;HMS3677O22;HMS3742O13;BDBM50241028;MFCD01570664;AKOS000210670;CCG-248413;PS-3172;SDCCGMLS-0066151.P001;NCGC00159577-01;1-isopropyl-benzotraizole-5-carboxylic acid;HY-107580;FT-0607977;GPR109b Agonist - CAS 306935-41-1;A820514;J-504813;1-(1-methylethyl)-1H-benzotriazole-5-carboxylic acid;1-(Propan-2-yl)-1H-benzotriazole-5-carboxylic acid;1-Isopropyl-1H-1,2,3-benzotriazole-5-carboxylicacid;BRD-K15196155-001-01-5;Q27078013;1-(propan-2-yl)-1h-1,2,3-benzotriazole-5-carboxylic acid;1-Isopropyl-1H-1,2,3-benzotriazole-5-carboxylic acid, AldrichCPR

Chemical Property of 1-Isopropyl-1h-1,2,3-benzotriazole-5-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.36E-07mmHg at 25°C
• Melting Point: 229-230°C
• Refractive Index: 1.655
• Boiling Point: 413.9°Cat760mmHg
• PKA: 3.50±0.30(Predicted)
• Flash Point: 204.1°C
• PSA: 68.01000
• Density: 1.37g/cm³
• LogP: 1.71040
• Storage Temp.: Store at RT
• Solubility.: Soluble in DMSO (up to 25 mg/ml).
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 205.085126602
• Heavy Atom Count: 15
• Complexity: 257

Purity/Quality:

98%min ^*data from raw suppliers

IBC 293 ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)N1C2=C(C=C(C=C2)C(=O)O)N=N1
• Description: IPBT-5CA (306935-41-1) is a highly selective agonist for the human orphan G-protein-coupled receptor GPR109b (EC50 = 400 nM). No activity was reported at the highly homologous high-affinity niacin receptor GPR109a.

Technology Process of 1-Isopropyl-1h-1,2,3-benzotriazole-5-carboxylic acid

There total 3 articles about 1-Isopropyl-1h-1,2,3-benzotriazole-5-carboxylic 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:

3-amino-4-isopropylamino-benzoic acid (284673-06-9) → 1-isopropylbenzotriazole-5-carboxylic acid (306935-41-1)

Guidance literature:

With polymer supported nitrite; acetic acid; at 20 ℃;

DOI:10.1021/jm051099t

Reference yield:

4-isopropylamino-3-nitrobenzoic acid (284672-95-3) → 1-isopropylbenzotriazole-5-carboxylic acid (306935-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / ethyl acetate / 3 h / 20 °C / 760 Torr

2: 0.057 g / AcOH; polymer supported nitrite / 20 °C

With polymer supported nitrite; hydrogen; acetic acid; palladium on activated charcoal; In ethyl acetate;

DOI:10.1021/jm051099t

Reference yield:

3-nitro-4-fluorobenzoic acid (453-71-4) → 1-isopropylbenzotriazole-5-carboxylic acid (306935-41-1)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaHCO₃ / 0.33 h / 150 °C / microwave irradiation

2: H₂ / Pd/C / ethyl acetate / 3 h / 20 °C / 760 Torr

3: 0.057 g / AcOH; polymer supported nitrite / 20 °C

With polymer supported nitrite; hydrogen; sodium hydrogencarbonate; acetic acid; palladium on activated charcoal; In ethyl acetate;

DOI:10.1021/jm051099t

upstream raw materials:

3-amino-4-isopropylamino-benzoic acid

4-isopropylamino-3-nitrobenzoic acid

3-nitro-4-fluorobenzoic acid

Refernces

• 1、 -. "BENZOTRIAZOLES AND METHODS OF PROPHYLAXIS OR TREATMENT OF METABOLIC-RELATED DISORDERS THEREOF". Page/Page column 47. . Retrieved 2008/06/13.