5-Cyano-7-nitro-3-oxido-1,3-benzothiazol-3-ium-2-carboxamide

Base Information

• Chemical Name: 5-Cyano-7-nitro-3-oxido-1,3-benzothiazol-3-ium-2-carboxamide
• CAS No.: 40647-02-7
• Molecular Formula: C₉H₄N₄O₄S
• Molecular Weight: 264.221
• European Community (EC) Number: 637-022-0
• ChEMBL ID: CHEMBL492008
• DSSTox Substance ID: DTXSID50429520
• Wikidata: Q82242546
• Mol file: 40647-02-7.mol

Synonyms:BTO-1;40647-02-7;5-Cyano-7-nitro-3-oxido-1,3-benzothiazol-3-ium-2-carboxamide;CHEMBL492008;Polo-like Kinase Inhibitor II, BTO-1;5-Cyano-7-nitro-3-oxy-benzothiazole-2-carboxylic acid amide;2-Carbamoyl-5-cyano-7-nitrobenzo[d]thiazole 3-oxide;b--to1--;5-Cyano-7-nitro-2-benzothiazolecarboxamide-3-oxide;SCHEMBL5171474;DTXSID50429520;HMS3229L17;HMS3260F21;Tox21_500190;BDBM50263741;MFCD11045282;CCG-221494;LP00190;SDCCGSBI-0207188.P002;NCGC00185998-01;NCGC00185998-02;NCGC00185998-04;NCGC00260875-01;HY-112395;CS-0045398;Polo-like Kinase Inhibitor II, BTO-1 - CAS 40647-02-7

Chemical Property of 5-Cyano-7-nitro-3-oxido-1,3-benzothiazol-3-ium-2-carboxamide

Chemical Property:

• PSA: 166.40000
• LogP: 2.43208
• Storage Temp.: 2-8°C
• Solubility.: H2O:
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 263.99532580
• Heavy Atom Count: 18
• Complexity: 430

Purity/Quality:

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

BTO-1 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C2=C1[N+](=C(S2)C(=O)N)[O-])[N+](=O)[O-])C#N
• Uses: BTO-1 is a benzothiazolo-N-oxide Plk1 inhibitor.

Technology Process of 5-Cyano-7-nitro-3-oxido-1,3-benzothiazol-3-ium-2-carboxamide

There total 3 articles about 5-Cyano-7-nitro-3-oxido-1,3-benzothiazol-3-ium-2-carboxamide 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:

5-cyano-7-nitro-3-oxy-benzothiazole-2-carboxylic acid ethyl ester (27792-76-3) → BTO-1 (40647-02-7)

Guidance literature:

With ammonium hydroxide; In methanol; at 20 - 30 ℃;

Reference yield:

4-chloro-3,5-dinitrobenzonitrile (1930-72-9) → BTO-1 (40647-02-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / ethanol / 10 - 20 °C

2: ammonium hydroxide / ethanol / 4 h / 20 - 30 °C

With ammonium hydroxide; triethylamine; In ethanol;

DOI:10.1016/j.chembiol.2018.06.001

Reference yield:

→ BTO-1 (40647-02-7)

Guidance literature:

upstream raw materials:

5-cyano-7-nitro-3-oxy-benzothiazole-2-carboxylic acid ethyl ester

4-chloro-3,5-dinitrobenzonitrile