Abt-751

Base Information

• Chemical Name: Abt-751
• CAS No.: 141430-65-1
• Molecular Formula: C18H17N3O4S
• Molecular Weight: 371.417
• European Community (EC) Number: 689-192-0
• NSC Number: 742134
• UNII: WDT5V5OB9F
• DSSTox Substance ID: DTXSID60869913
• Nikkaji Number: J497.061F
• Wikidata: Q27166810
• NCI Thesaurus Code: C2679
• Metabolomics Workbench ID: 153277
• ChEMBL ID: CHEMBL20684
• Mol file: 141430-65-1.mol

Synonyms:E 7010;E-7010;E7010;N-(2-((4-hydroxyphenyl)amino)-3-pyridinyl)-4-methoxybenzenesulfonamide

Chemical Property of Abt-751

Chemical Property:

• Vapor Pressure: 9.51E-13mmHg at 25°C
• Melting Point: 162 °C(dec.)
• Refractive Index: 1.676
• Boiling Point: 551 °C at 760 mmHg
• PKA: 7.86±0.40(Predicted)
• Flash Point: 287 °C
• PSA: 108.93000
• Density: 1.427 g/cm³
• LogP: 4.56700
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: insoluble in H2O; ≥18.55 mg/mL in DMSO; ≥25.53 mg/mL in EtOH with ultrasonic
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 371.09397721
• Heavy Atom Count: 26
• Complexity: 523

Purity/Quality:

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

ABT751 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)S(=O)(=O)NC2=C(N=CC=C2)NC3=CC=C(C=C3)O
• Recent ClinicalTrials: ABT-751 With Chemotherapy for Relapsed Pediatric ALL
• Recent EU Clinical Trials: A Phase 2 Study Evaluating the Safety and Efficacy of ABT-751 in Combination with Docetaxel Versus Docetaxel Alone in Subjects with Advanced or Metastatic Non-Small Cell Lung Cancer
• Description: ABT-751 is a tubulin polymerization inhibitor that binds to the colchicine binding site on β-tubulin (Ki = 3.3 μM). It inhibits tubulin polymerization in a concentration-dependent manner and inhibits growth of 26 human tumor cell lines (IC50s = 0.06-0.08 μg/ml). ABT-751 (100 mg/kg, p.o.) induces tumor regression in NB-1382 neuroblastoma, IRS56 rhabdomyosarcoma, and KT-6 Wilms mouse xenograft models. It also induces tumor endothelial cell retraction and reduces tumor perfusion, but not muscle perfusion, in a 9L rat glioma subcutaneous tumor model.

Technology Process of Abt-751

There total 6 articles about Abt-751 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:

4-[(3-Amino-pyridin-2-yl)amino]phenol (78750-68-2) + 4-methoxy-phenyl-sulphonyl chloride (98-68-0) → N-[2-(4-hydroxy-phenylamino)-pyridin-3-yl]-4-methoxy-benzenesulfonamide (141430-65-1,857447-92-8)

Guidance literature:

With pyridine; Ambient temperature;

DOI:10.1021/jm00091a018

Reference yield:

N-[2-(4-hydroxy-phenylamino)-pyridin-3-yl]-4-methoxy-benzenesulfonamide (141430-65-1,857447-92-8) → N-((2Z)-2-((4-hydroxyphenyl)imino)-1,2-dihydro-3-pyridinyl)-4-methoxybenzenesulfonamide 2 (917753-46-9,141430-65-1,898526-89-1)

Guidance literature:

With sodium hydrogencarbonate; In water;

Reference yield:

2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) → N-[2-(4-hydroxy-phenylamino)-pyridin-3-yl]-4-methoxy-benzenesulfonamide (141430-65-1,857447-92-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 °C

2: H₂

3: pyridine / Ambient temperature

With pyridine; hydrogen;

DOI:10.1021/jm00091a018

upstream raw materials:

4-[(3-Amino-pyridin-2-yl)amino]phenol

4-methoxy-phenyl-sulphonyl chloride

2-Chloro-3-nitropyridine

4-amino-phenol

Downstream raw materials:

N-((2Z)-2-((4-hydroxyphenyl)imino)-1,2-dihydro-3-pyridinyl)-4-methoxybenzenesulfonamide 2

3,4,5-triacetoxy-6-{4-[3-(4-methoxy-benzenesulfonylamino)-pyridin-2-ylamino]-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

Refernces

• 1、 -. "N-((2Z)-2-((4-HYDROXYPHENYL)IMINO)-1,2-DIHYDRO-3-PYRIDINYL)-4-METHOXYBENZENESULFONAMIDE CRYSTALLINE FORM 2". Page/Page column 14. . Retrieved 2008/06/13.
• 2、 -. "Sulfonamide derivatives". . . Retrieved 2008/06/13.