N-(2-benzamido-1,3-benzothiazol-6-yl)adamantane-1-carboxamide

Base Information

• Chemical Name: N-(2-benzamido-1,3-benzothiazol-6-yl)adamantane-1-carboxamide
• CAS No.: 362003-83-6
• Molecular Formula: C25H25N3O2S
• Molecular Weight: 431.5499
• DSSTox Substance ID: DTXSID40399268
• Wikidata: Q27088104
• Pharos Ligand ID: G9V746A1UWP9
• ChEMBL ID: CHEMBL4303283,CHEMBL4567342
• Mol file: 362003-83-6.mol

Synonyms:NVP 231;NVP-231;NVP231

Chemical Property of N-(2-benzamido-1,3-benzothiazol-6-yl)adamantane-1-carboxamide

Chemical Property:

• Melting Point: 246-248 °C(Solv: isopropanol (67-63-0); water (7732-18-5))
• PKA: 9.09±0.70(Predicted)
• PSA: 99.33000
• Density: 1.398±0.06 g/cm3(Predicted)
• LogP: 5.84950
• Storage Temp.: Store at +4°C
• Solubility.: DMSO: >10mg/mL
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 431.16674822
• Heavy Atom Count: 31
• Complexity: 680

Purity/Quality:

99%+, ^*data from raw suppliers

NVP 231 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)C(=O)NC4=CC5=C(C=C4)N=C(S5)NC(=O)C6=CC=CC=C6
• Description: NVP-231 (362003-83-6) is a reversible inhibitor of ceramide kinase (IC50 = 12 nM).1 At 10 nM, it inhibited ceramide-1-phosphate formation by >50% and at 100 nM it completely inhibited its formation in cell culture.? NVP-231 was inactive against hSphK1/2, hPI3Ka, hPI4Kb, hVps34, hGCS, hSMS-1, CERT, and 500-fold less potent against hDAGKa.? NVP-231 inhibited breast and lung cancer cell proliferation via M phase arrest.2 It potently blocked cell migration and invasion in PANC-1 pancreatic cancer cells3 as well as MDA-MB-231 breast cancer cells4.
• Uses: A ceramide kinase inhibitors that completely inhibits binding of ceramide to CerK and protects against C2-Cer-induced cell death.

Technology Process of N-(2-benzamido-1,3-benzothiazol-6-yl)adamantane-1-carboxamide

There total 1 articles about N-(2-benzamido-1,3-benzothiazol-6-yl)adamantane-1-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:

N-(6-aminobenzo[d]thiazol-2-yl)benzamide (351467-22-6) + 1-Adamantanecarboxylic acid (828-51-3) → NVP-231 (362003-83-6)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 2h;

upstream raw materials:

N-(6-aminobenzo[d]thiazol-2-yl)benzamide

1-Adamantanecarboxylic acid

Refernces