4-((9-Cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-yl)amino)-2-fluoro-5-methoxy-N-(1-methylpiperidin-4-yl)benzamide

Base Information

Chemical Name:4-((9-Cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-yl)amino)-2-fluoro-5-methoxy-N-(1-methylpiperidin-4-yl)benzamide
CAS No.:1137868-52-0
Molecular Formula:C27H34F3N7O3
Molecular Weight:561.607
Hs Code.:
UNII:3831VFM1ZB
Nikkaji Number:J3.506.538E
Wikidata:Q27452103
NCI Thesaurus Code:C92587
Pharos Ligand ID:694WWX6Y9BNU
ChEMBL ID:CHEMBL2392545
Mol file:1137868-52-0.mol

4-((9-Cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-yl)amino)-2-fluoro-5-methoxy-N-(1-methylpiperidin-4-yl)benzamide

Synonyms:4-((9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido(4,5-b)(1,4)diazepin-2-yl)amino)-2-fluoro-5-methoxy-N-(1-methylpiperidin-4-yl)benzamide;TAK-960

Suppliers and Price of 4-((9-Cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-yl)amino)-2-fluoro-5-methoxy-N-(1-methylpiperidin-4-yl)benzamide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
TAK-960
50mg
$ 1050.00

Medical Isotopes, Inc.
TAK-960
10 mg
$ 850.00

DC Chemicals
TAK-960 99.80%
250 mg
$ 1100.00

Crysdot
TAK-960 98+%
50mg
$ 554.00

Crysdot
TAK-960 98+%
100mg
$ 860.00

ChemScene
TAK-960 95.44%
50mg
$ 648.00

ChemScene
TAK-960 95.44%
10mg
$ 216.00

ChemScene
TAK-960 95.44%
5mg
$ 156.00

ChemScene
TAK-960 95.44%
100mg
$ 1008.00

Cayman Chemical
TAK-960 ≥95%
50mg
$ 980.00

Total 20 raw suppliers

Chemical Property of 4-((9-Cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-yl)amino)-2-fluoro-5-methoxy-N-(1-methylpiperidin-4-yl)benzamide

Chemical Property:

PKA:13.21±0.20(Predicted)
PSA：106.42000
Density:1.39±0.1 g/cm3(Predicted)
LogP:4.26830
Solubility.:≥28.05 mg/mL in DMSO; insoluble in H2O; ≥12.3 mg/mL in EtOH
XLogP3:3.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:6
Exact Mass:561.26752246
Heavy Atom Count:40
Complexity:903

Purity/Quality:

99%, ^*data from raw suppliers

TAK-960 ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CN1CCC(CC1)NC(=O)C2=CC(=C(C=C2F)NC3=NC=C4C(=N3)N(CC(C(=O)N4C)(F)F)C5CCCC5)OC
Recent ClinicalTrials:Study of Orally Administered TAK-960 in Patients With Advanced Nonhematologic Malignancies
Uses TAK-960 is a potent and selective inhibitor of polo-like kinase 1 (PLK1), a serine/threonine protein kinase involved in key processes during mitosis. TAK-960 has shown activity in several tumor cell l ines, including those that express multidrug-resistant protein 1 (MDR1). TAK-960 treatments has shown significant efficacy against multiple tumor xenografts and is a potential chemotherapeutic agent f or patients with advanced tumors. TAK-960 is a potent and selective inhibitor of polo-like kinase 1 (PLK1), a serine/threonine protein kinase involved in key processes during mitosis. TAK-960 has shown activity in several tumor cell lines, including those that express multidrug-resistant protein 1 (MDR1). TAK-960 treatments has shown significant efficacy against multiple tumor xenografts and is a potential chemotherapeutic agent for patients with advanced tumors.

Technology Process of 4-((9-Cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-yl)amino)-2-fluoro-5-methoxy-N-(1-methylpiperidin-4-yl)benzamide

There total 10 articles about 4-((9-Cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-yl)amino)-2-fluoro-5-methoxy-N-(1-methylpiperidin-4-yl)benzamide 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:

: 41838-46-4
4-Amino-1-methylpiperidine

: 1137867-66-3
4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-2-fluoro-5-methoxy-benzoic acid

: 1137868-52-0
TAK-960

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Product distribution / selectivity;

Reference yield:

: 1001345-78-3
4-amino-5-methoxy-2-fluoro-N-(1-methyl-piperidin-4-yl)-benzamide

: 1062246-03-0
2-chloro-9-cyclopentyl-7,7-difluoro-5-methyl-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one

: 1137868-52-0
TAK-960

Guidance literature:: 4-amino-5-methoxy-2-fluoro-N-(1-methyl-piperidin-4-yl)-benzamide; 2-chloro-9-cyclopentyl-7,7-difluoro-5-methyl-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one; With hydrogenchloride; In water; isopropyl alcohol; at 83 ℃; for 72h;

With water; sodium hydrogencarbonate; In methanol; at 0 - 20 ℃; for 4h; Product distribution / selectivity;

Reference yield:

: 1062243-90-6
3-cyclopentylamino-2,2-difluoro-propanoic acid ethyl ester

: 1137868-52-0
TAK-960

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydrogencarbonate / ethyl acetate / 18 h / 0 - 20 °C

2: iron; acetic acid / 2 h / 80 °C

3: caesium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

4: hydrogenchloride / ethanol; water / 18 h / Reflux

5: O-Benzotriazol-1-yl-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 20 °C

With hydrogenchloride; iron; sodium hydrogencarbonate; O-Benzotriazol-1-yl-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; In ethanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.11.052