Benzamide, N-((1R,2E)-1-((3,4-dichlorophenyl)methyl)-4-(((3R)-hexahydro-2-oxo-1H-azepin-3-yl)amino)-4-oxo-2-butenyl)-N-methyl-3,5-bis(trifluoromethyl)-

Base Information

Chemical Name:Benzamide, N-((1R,2E)-1-((3,4-dichlorophenyl)methyl)-4-(((3R)-hexahydro-2-oxo-1H-azepin-3-yl)amino)-4-oxo-2-butenyl)-N-methyl-3,5-bis(trifluoromethyl)-
CAS No.:398507-81-8
Molecular Formula:C27H25Cl2F6N3O3
Molecular Weight:624.41
Hs Code.:
UNII:G9BL4978MZ
Nikkaji Number:J1.642.619I
Wikidata:Q27278966
Pharos Ligand ID:S37H1THU463M
ChEMBL ID:CHEMBL105060
Mol file:398507-81-8.mol

Benzamide, N-((1R,2E)-1-((3,4-dichlorophenyl)methyl)-4-(((3R)-hexahydro-2-oxo-1H-azepin-3-yl)amino)-4-oxo-2-butenyl)-N-methyl-3,5-bis(trifluoromethyl)-

Synonyms:DNK 333;DNK-333;DNK333;N-((R,R)-(E)-1-(3,4-dichlorobenzyl)-3-(2-oxoazepan-3-yl)carbamoyl)allyl-N-methyl-3,5-bis(trifluoromethyl)benzamide

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Supply Marketing:

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

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Chemical Property of Benzamide, N-((1R,2E)-1-((3,4-dichlorophenyl)methyl)-4-(((3R)-hexahydro-2-oxo-1H-azepin-3-yl)amino)-4-oxo-2-butenyl)-N-methyl-3,5-bis(trifluoromethyl)-

Chemical Property:

Boiling Point:770.9±60.0 °C(Predicted)
PSA：78.51000
Density:1.44±0.1 g/cm3(Predicted)
LogP:6.77510
XLogP3:6.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:7
Exact Mass:623.1177160
Heavy Atom Count:41
Complexity:942

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CN(C(CC1=CC(=C(C=C1)Cl)Cl)C=CC(=O)NC2CCCCNC2=O)C(=O)C3=CC(=CC(=C3)C(F)(F)F)C(F)(F)F
Isomeric SMILES:CN([C@H](CC1=CC(=C(C=C1)Cl)Cl)/C=C/C(=O)N[C@@H]2CCCCNC2=O)C(=O)C3=CC(=CC(=C3)C(F)(F)F)C(F)(F)F
Recent ClinicalTrials:Safety and Efficacy of DNK333 in Atopic Dermatitis Patients
Recent EU Clinical Trials:A multicenter, randomized, double-blided, placebo and positve controlled study to evaluate the anti-pruritic effect, safety and tolerability, systemic and skin exposure, after 2 weeks of treatment with a microemulsion formulation of DNK333 in atopic dermatitis patients

Technology Process of Benzamide, N-((1R,2E)-1-((3,4-dichlorophenyl)methyl)-4-(((3R)-hexahydro-2-oxo-1H-azepin-3-yl)amino)-4-oxo-2-butenyl)-N-methyl-3,5-bis(trifluoromethyl)-

There total 11 articles about Benzamide, N-((1R,2E)-1-((3,4-dichlorophenyl)methyl)-4-(((3R)-hexahydro-2-oxo-1H-azepin-3-yl)amino)-4-oxo-2-butenyl)-N-methyl-3,5-bis(trifluoromethyl)- 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:

: 785-56-8
3,5-bis(trifluoromethyl)phenyl carboxylic acid chloride

: (E)-5-(3,4-dichlorophenyl)-4-methylaminopent-2-enoic acid (R)-(2-oxoazepan-3-yl)amide

: N-[(E)-1-(3,4-dichlorobenzyl)-3-(2-oxoazepan-3-yl)carbamoyl]allyl-N-methyl-3,5-bis(trifluoromethyl)benzamide

: 398507-81-8
DNK 333

Guidance literature:: With triethylamine; In dichloromethane;
DOI:10.1016/S0960-894X(01)00631-X

Reference yield:

: [(E)-1-(3,4-dichlorobenzyl)-3-((R)-2-oxoazepan-3-ylcarbamoyl)allyl]methylcarbamic acid tert-butyl ester

: 398507-81-8
DNK 333

Guidance literature:: Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂ / 4 h / 20 °C

2: 61 percent / Et₃N; DMAP / CH₂Cl₂ / 2.5 h / 0 - 20 °C

With dmap; triethylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jm030786m

Reference yield:

: 372988-90-4
[1-(3,4-dichlorobenzyl)-2-oxoethyl]methylcarbamic acid tert-butyl ester

: 398507-81-8
DNK 333

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 0 °C

1.2: tetrahydrofuran; hexane / 1 h

2.1: aq. HCl / tetrahydrofuran; hexane / 0.33 h

3.1: N-ethyl-N'-(3-dimethylaminopropyl)carbodiimid hydrochloride; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 h / 20 °C

4.1: TFA / CH₂Cl₂ / 4 h / 20 °C

5.1: 61 percent / Et₃N; DMAP / CH₂Cl₂ / 2.5 h / 0 - 20 °C

With hydrogenchloride; dmap; n-butyllithium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jm030786m