(S)-2-(2-(3,5-Difluorophenyl)acetamido)-N-((S)-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)propanamide

Base Information

• Chemical Name: (S)-2-(2-(3,5-Difluorophenyl)acetamido)-N-((S)-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)propanamide
• CAS No.: 209984-56-5
• Molecular Formula: C26H23F2N3O3
• Molecular Weight: 463.484
• Hs Code.: 29337900
• European Community (EC) Number: 803-181-1
• ChEMBL ID: CHEMBL4303400
• DSSTox Substance ID: DTXSID6040458
• Nikkaji Number: J2.769.996K
• Wikidata: Q72465573
• Mol file: 209984-56-5.mol

Synonyms:209984-56-5;YO-01027;(S)-2-(2-(3,5-Difluorophenyl)acetamido)-N-((S)-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)propanamide;Dibenzazepine (Deshydroxy LY 411575);Deshydroxy LY-411575;DBZ;C26H23F2N3O3;YO01027;(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]-N-[(7S)-5-methyl-6-oxo-7H-benzo[d][1]benzazepin-7-yl]propanamide;CHEMBL4303400;gamma-Secretase Inhibitor XX;YO-01027 (GMP);Benzeneacetamide, N-[(1S)-2-[[(7S)-6,7-dihydro-5-methyl-6-oxo-5H-dibenz[b,d]azepin-7-yl]amino]-1-methyl-2-oxoethyl]-3,5-difluoro-;YO-01027 (Dibenzazepine);Dibenzazepine;YO-01027(Dibenzazepine);MLS006011073;N-[(1S)-2-[[(7S)-6,7-Dihydro-5-methyl-6-oxo-5H-dibenz[b,d]azepin-7-yl]amino]-1-methyl-2-oxoethyl]-3,5-difluorobenzeneacetamide;Dibenzazepine (YO-01027);SCHEMBL3046688;DTXSID6040458;EX-A027;HMS3884B16;BDBM50533416;HB3419;HY-13526G;MFCD12828734;s2711;AKOS016004347;CCG-264984;CS-6244;NCGC00263188-01;NCGC00263188-03;AC-27417;AS-16642;HY-13526;SMR004676467;CS-0622777;SW219340-1;A879305;J-013750;(S,s)-2-[2-(3,5-difluorophenyl)-acetylamino]-N-(5-methyl-6-oxo-6,7-dihydro-5h-dibenzo[b,d]azepin-7-yl)-propionamide;N-[(1S)-2-[[(7S)-6,7-Dihydro-5-meth yl-6-oxo-5H-dibenz[b,d]azepin-7-yl]amino]-1-methyl -2-oxoethyl]-3,5-difluorobenzeneacetamide;N-[(1S)-2-[[(7S)-6,7-Dihydro-5-methyl-6-oxo-5H-dibenz[b,d]azepin-7-yl]amino]-1-methyl-2-oxoethyl]-3,5-difluorobenzeneacetamide gamma-Secretase Inhibitor XX;N2-[(3,5-difluorophenyl)acetyl]-N-[(7S)-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-L-alaninamide

Chemical Property of (S)-2-(2-(3,5-Difluorophenyl)acetamido)-N-((S)-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)propanamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 257-259?C
• Boiling Point: 801.334°C at 760 mmHg
• PKA: 12.76±0.20(Predicted)
• Flash Point: 438.431°C
• PSA: 78.51000
• Density: 1.35
• LogP: 4.35970
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO: soluble15mg/mL, clear
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 463.17074793
• Heavy Atom Count: 34
• Complexity: 756

Purity/Quality:

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

Dibenzazepine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)NC1C2=CC=CC=C2C3=CC=CC=C3N(C1=O)C)NC(=O)CC4=CC(=CC(=C4)F)F
• Isomeric SMILES: C[C@@H](C(=O)N[C@H]1C2=CC=CC=C2C3=CC=CC=C3N(C1=O)C)NC(=O)CC4=CC(=CC(=C4)F)F
• Description: γ-Secretase is a multi-subunit aspartyl protease that cleaves amyloid precursor protein (APP) and many other type 1 transmembrane proteins, including Notch, E-cadherin, and ErbB4. The proteolysis of APP by secretases produces beta amyloid (Aβ), a 39- to 42-amino acid peptide which forms the amyloid plaques that are characteristic of Alzheimer’s disease. DBZ is a dipeptidic inhibitor of γ-secretase that potently blocks the cleavage of Notch into its active signaling effector, Notch intracellular domain, in human T cell lymphoma (SupT1) cells (IC50 = 1.7 nM). Within 4 hours after a single 100 μM/kg dose, DBZ demonstrates anti-Alzheimer activity in an APP transgenic mouse model characterized by high levels of Aβ40 by reducing Aβ40 levels by 71%.
• Uses: γ-Secretase is a multi-subunit aspartyl protease that cleaves amyloid precursor protein (APP) and many other type 1 transmembrane proteins, including Notch, E-cadherin, and ErbB4. The proteolysis of APP by secretases produces beta amyloid (Aβ), a 39- to 42-amino acid peptide which forms the amyloid plaques that are characteristic of Alzheimer’s disease. DBZ is a dipeptidic inhibitor of γ-secretase that potently blocks the cleavage of Notch into its active signaling effector, Notch intracellular domain, in human T cell lymphoma (SupT1) cells (IC50 = 1.7 nM). Within 4 hours after a single 100 μM/kg dose, DBZ demonstrates anti-Alzheimer activity in an APP transgenic mouse model characterized by high levels of Aβ40 by reducing Aβ40 levels by 71%. DIBENZAZEPINE is a dipeptidic-secretase inhibitor and a antiAlzheimer agent. A dipeptidic γ-secretase inhibitor. AntiAlzheimer agent.

Technology Process of (S)-2-(2-(3,5-Difluorophenyl)acetamido)-N-((S)-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)propanamide

There total 1 articles about (S)-2-(2-(3,5-Difluorophenyl)acetamido)-N-((S)-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)propanamide 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:

7-amino-5-methyl-5H-dibenzo[b,d]azepin-6(7H)-one hydrochloride (209984-32-7) + N-(3,5-Difluorophenylacetyl)-L-alanine (208124-34-9) → ((S)-2-(2-(3,5-difluorophenyl)acetamido)-N-((S)-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)propanamide) (209984-56-5)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; at 20 ℃; for 4 - 17h;

upstream raw materials:

7-amino-5-methyl-5H-dibenzo[b,d]azepin-6(7H)-one hydrochloride

N-(3,5-Difluorophenylacetyl)-L-alanine

Refernces