4-Desacetylvinblastine hydrazide

Base Information

• Chemical Name: 4-Desacetylvinblastine hydrazide
• CAS No.: 55383-37-4
• Molecular Formula: C43H56 N6 O7
• Molecular Weight: 768.94
• UNII: F593MEE9K3
• DSSTox Substance ID: DTXSID90970723
• ChEMBL ID: CHEMBL1288707
• Mol file: 55383-37-4.mol

Synonyms:4-DAVLB-HY;4-deacetylvinblastine hydrazide;4-desacetylvinblastine hydrazide;4-desacetylvinblastine-3-carboxhydrazide;DAVLBHYD;desacetylvinblastine-3-carboxylic acid hydrazide

Chemical Property of 4-Desacetylvinblastine hydrazide

Chemical Property:

• PSA: 182.92000
• Density: 1.41g/cm³
• LogP: 4.22990
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 7
• Exact Mass: 768.42104815
• Heavy Atom Count: 56
• Complexity: 1590

Purity/Quality:

95%-98% ^*data from raw suppliers

DeacetylvinblastineHydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)NN)O)O)CC)OC)C(=O)OC)O
• Isomeric SMILES: CC[C@@]1(C[C@H]2C[C@@](C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)[C@]78CCN9[C@H]7[C@@](C=CC9)([C@H]([C@@]([C@@H]8N6C)(C(=O)NN)O)O)CC)OC)C(=O)OC)O
• Uses: Deacetylvinblastine hydrazide, a cytotoxic vinca alkaloid often conjugated with folic acid to produce EC145, a novel folate-receptor targeted agent that is currently under development as an anti-cancer agent.

Technology Process of 4-Desacetylvinblastine hydrazide

There total 14 articles about 4-Desacetylvinblastine hydrazide 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: 94.0%

vinblastine (865-21-4) → deactylvinblastine monohydrazide (55383-37-4)

Guidance literature:

With hydrazine; In ethanol; at 60 ℃; for 24h;

DOI:10.1021/jm00146a017

Reference yield: 87.0%

vinblastine sulfate (143-67-9) → desacetylvinblastine hydrazide (55383-37-4)

Guidance literature:

With ethanol; hydrazine; at 65 ℃; for 22h;

Reference yield:

vinblastine sulfate (143-67-9,18556-44-0,23624-16-0,64234-45-3,132142-72-4) → 4-Desacetyl-VLB C-3 carbohydrazid (55383-37-4,74741-42-7)

Guidance literature:

With hydrazine; In ethanol; dichloromethane; water;

upstream raw materials:

vinblastine sulfate

vinblastine

vinblastine

vinblastin

Downstream raw materials:

C₇₁H₇₈N₈O₁₄S₂

Refernces

• 1、 Vlahov, Iontcho R.,Santhapuram, Hari Krishna R.,Wang, Yu,Kleindl, Paul J.,You, Fei,Howard, Stephen J.,Westrick, Elaine,Reddy, Joseph A.,Leamon, Christopher P.. "An assembly concept for the consecutive introduction of unsymmetrical disulfide bonds: Synthesis of a releasable multidrug conjugate of folic acid". . p. 5968 - 5972. Retrieved 2007.
• 2、 -. "CONJUGATES AND COMPOSITIONS FOR DRUG DELIVERY". Paragraph 123. . Retrieved 2015/08/03.
• 3、 -. "IMPROVED PROCESS FOR A FOLATE-TARGETED AGENT". Page/Page column 18-19. . Retrieved 2011/12/04.