Nastorazepide

Base Information

• Chemical Name: Nastorazepide
• CAS No.: 209219-38-5
• Molecular Formula: C29H36N4O5
• Molecular Weight: 520.62
• UNII: R22TMY97SG
• Nikkaji Number: J3.209.336A
• Wikidata: Q27089277
• NCI Thesaurus Code: C174907
• Pharos Ligand ID: J98HCJ1RWDLP
• ChEMBL ID: CHEMBL4303633
• Mol file: 209219-38-5.mol

Synonyms:calcium bis((R)-(-)-3-(3-(5-cyclohexyl-1-(3,3-dimethyl-2-oxo-butyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo(b)(1,4)diazepin-3-yl)ureido)benzoate);Z-360

Chemical Property of Nastorazepide

Chemical Property:

• Boiling Point: 742.8±60.0 °C(Predicted)
• PKA: 4.16±0.10(Predicted)
• PSA: 119.05000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 5.26990
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 520.26857026
• Heavy Atom Count: 38
• Complexity: 881

Purity/Quality:

99%+, ^*data from raw suppliers

Z-360 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)C(=O)CN1C2=CC=CC=C2N(CC(C1=O)NC(=O)NC3=CC=CC(=C3)C(=O)O)C4CCCCC4
• Isomeric SMILES: CC(C)(C)C(=O)CN1C2=CC=CC=C2N(C[C@H](C1=O)NC(=O)NC3=CC=CC(=C3)C(=O)O)C4CCCCC4
• Recent ClinicalTrials: Z-360 Plus GEM in Subjects With Metastatic Pancreatic Adenocarcinoma
• Recent EU Clinical Trials: A Phase Ib/IIa, Multicentre, Randomised, Double-blind, Parallel-group, Placebo-controlled Study to Evaluate the Safety and Pharmacokinetics of Z-360 in Subjects with Unresectable Advanced Pancreatic Cancer in Combination with Gemcitabine Treatment

Technology Process of Nastorazepide

There total 32 articles about Nastorazepide 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: 95.0%

(R)-1-tert-butylcarbonylmethyl-2-oxo-3-tert-butoxycarbonylamino-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (209223-73-4) + 3-(4-Nitro-phenoxycarbonylamino)-benzoic acid → (R)-(-)-3-[3-(1-tert-butylcarbonylmethyl-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl]ureido]benzoic acid (209219-38-5)

Guidance literature:

(R)-1-tert-butylcarbonylmethyl-2-oxo-3-tert-butoxycarbonylamino-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine; With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 1h;

3-(4-Nitro-phenoxycarbonylamino)-benzoic acid; In acetonitrile; at 0 - 20 ℃; for 2h; Inert atmosphere;

Reference yield: 88.0%

(R)-(-)-1-(1-tert-butylcarbonylmethyl-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)-3-(3-tert-butoxycarbonylphenyl)urea → (R)-(-)-3-[3-(1-tert-butylcarbonylmethyl-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl]ureido]benzoic acid (209219-38-5)

Guidance literature:

With trifluoroacetic acid; In ethanol; dichloromethane; di-isopropyl ether;

Reference yield: 70.0%

(R)-(-)-1-tert-butylcarbonylmethyl-2-oxo-3-amino-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine + 3-phenyloxycarbonylaminobenzoic acid (22564-47-2) → (R)-(-)-3-[3-(1-tert-butylcarbonylmethyl-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl]ureido]benzoic acid (209219-38-5)

Guidance literature:

With triethylamine; In dimethyl sulfoxide; at 60 ℃; for 2h;

upstream raw materials:

(R)-(-)-1-tert-butylcarbonylmethyl-2-oxo-3-phenoxycarbonylamino-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine

sodium m-aminobenzoate

silica gel

1-Bromopinacolon

Refernces

• 1、 -. "CCK2R-DRUG CONJUGATES". . . Retrieved 2017/03/14.
• 2、 -. "METHOD FOR MANUFACTURING 1,5-BENZODIAZEPINE DERIVATIVE". . . Retrieved 2012/01/15.