4-(1H-benzimidazol-2-yl)-1,2,5-oxadiazol-3-amine

Base Information

• Chemical Name: 4-(1H-benzimidazol-2-yl)-1,2,5-oxadiazol-3-amine
• CAS No.: 332026-86-5
• Molecular Formula: C9H7N5O
• Molecular Weight: 201.187
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70417303
• Wikidata: Q82227119
• ChEMBL ID: CHEMBL1329127
• Mol file: 332026-86-5.mol

Synonyms:332026-86-5;4-(1H-benzimidazol-2-yl)-1,2,5-oxadiazol-3-amine;4-(1H-1,3-benzodiazol-2-yl)-1,2,5-oxadiazol-3-amine;4-(benzimidazol-2-ylidene)-1,2,5-oxadiazol-3-amine;MLS000099102;4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine;4-(1H-benzo[d]imidazol-2-yl)-furazan-3-amine;3-Amine-4-(1H-benzimidazol-2-yl)-1,2,5-oxadiazole;SMR000070492;CBMicro_008781;SCHEMBL1160565;CHEMBL1329127;BDBM35517;cid_5345915;DTXSID70417303;QEPDSNAEMKSMGN-UHFFFAOYSA-N;HMS2347A20;AMY34886;SMSF0010878;BBL019955;MFCD00501862;NSC764859;STK138616;3-amino-4-(2-benzimidazolyl)furazan;AKOS000112240;NSC-764859;SB18097;SDCCGMLS-0045185.P002;AS-52589;BIM-0008851.P001;CS-0051209;EU-0041343;FT-0738370;4-(1H-benzimidazol-2-yl)-furazan-3-ylamine;[4-(benzimidazol-2-ylidene)furazan-3-yl]amine;4-(1H-Benzoimidazol-2-yl)-furazan-3-ylamine;P15379;SR-01000460344;4-(2-benzimidazolylidene)-1,2,5-oxadiazol-3-amine;SR-01000460344-1;4-(1H-Benzimidazol-2-yl)-1,2,5-oxadiazol-3-ylamine, AldrichCPR

Chemical Property of 4-(1H-benzimidazol-2-yl)-1,2,5-oxadiazol-3-amine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 498.075oC at 760 mmHg
• PKA: 9.91±0.10(Predicted)
• Flash Point: 255.027oC
• PSA: 93.62000
• Density: 1.525g/cm3
• LogP: 1.77630
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 201.06505986
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

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

4-(1H-1,3-benzodiazol-2-yl)-1,2,5-oxadiazol-3-amine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=N2)C3=NON=C3N

Technology Process of 4-(1H-benzimidazol-2-yl)-1,2,5-oxadiazol-3-amine

There total 7 articles about 4-(1H-benzimidazol-2-yl)-1,2,5-oxadiazol-3-amine 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: 90.0%

1,2-diamino-benzene (95-54-5) + methyl 4-amino-1,2,5-oxadiazolyl-3-carbimidate (246048-63-5) → 3-amino-4-(1H-benzo[d]imidazol-2-yl)-1,2,5-oxadiazole (332026-86-5)

Guidance literature:

With acetic acid; for 0.333333h; Reflux;

Reference yield: 80.0%

1,2-diamino-benzene (95-54-5) + 4-amino-N-hydroxy-1,2,5-oxadiazole-3-carboximidamidoyl chloride (147085-13-0) → 3-amino-4-(1H-benzo[d]imidazol-2-yl)-1,2,5-oxadiazole (332026-86-5)

Guidance literature:

In ethanol; at 20 - 60 ℃; for 0.5h;

DOI:10.1016/j.ejmech.2015.02.051

Reference yield: 78.9%

α-hydroxyimino-(1H-benzimidazol-2-yl) acetonitrile (63823-75-6) → 3-amino-4-(1H-benzo[d]imidazol-2-yl)-1,2,5-oxadiazole (332026-86-5)

Guidance literature:

With hydroxylamine hydrochloride; potassium hydroxide; In diethylene glycol dimethyl ether; water; at 20 ℃; for 6h; Cooling with ice; Reflux;

upstream raw materials:

1,2-diamino-benzene

methyl 4-amino-1,2,5-oxadiazolyl-3-carbimidate

2-(1H-benzo[d]imidazol-1-yl)acetonitrile

α-hydroxyimino-(1H-benzimidazol-2-yl) acetonitrile

Downstream raw materials:

4-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzoimidazol-2-yl]furazan-3-ylamine

3-(4-{1-[2-(4-amino-phenyl)-2-oxo-ethyl]-1H-benzoimidazol-2-yl}-furazan-3-ylamino)-propionitrile

[4-(2-{2-[4-(2-cyano-ethylamino)furazan-3-yl]benzoimidazol-1-yl}acetyl)phenyl]carbamic acid benzyl ester

(S)-{5-benzyloxycarbonylamino-5-[4-(2-{2-[4-(2-cyanoethylamino)furazan-3-yl]benzoimidazol-1-yl}acetyl)phenylcarbamoyl]pentyl}carbamic acid benzyl ester

Refernces

• 1、 Li, Qi,Xing, Shuaishuai,Chen, Ying,Liao, Qinghong,Xiong, Baichen,He, Siyu,Lu, Weixuan,Liu, Yang,Yang, Hongyu,Li, Qihang,Feng, Feng,Liu, Wenyuan,Chen, Yao,Sun, Haopeng. "Discovery and Biological Evaluation of a Novel Highly Potent Selective Butyrylcholinsterase Inhibitor". . p. 10030 - 10044. Retrieved 2020.
• 2、 Li, Qi,Chen, Ying,Xing, Shuaishuai,Liao, Qinghong,Xiong, Baichen,Wang, Yuanyuan,Lu, Weixuan,He, Siyu,Feng, Feng,Liu, Wenyuan,Chen, Yao,Sun, Haopeng. "Highly Potent and Selective Butyrylcholinesterase Inhibitors for Cognitive Improvement and Neuroprotection". . p. 6856 - 6876. Retrieved 2021/05/29.