Vinorelbine tartrate

Catalog Number	ACM125317397
CAS Number	125317-39-7
Structure
Synonyms	5'-Noranhydrovinoblastine tartrate
IUPAC Name	(2R,3R)-2,3-Dihydroxybutanedioic acid;methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(12S,14S)-16-ethyl-12-methoxycarbonyl-1,10-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8,15-pentaen-12-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
Molecular Weight	1079.11
Molecular Formula	C53H66N4O20
Canonical SMILES	CCC1=CC2CC(C3=C(CN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC.C(C(C(=O)O)O)(C(=O)O)O.C(C(C(=O)O)O)(C(=O)O)O
InChI	InChI=1S/C45H54N4O8.2C4H6O6/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7;2*5-1(3(7)8)2(6)4(9)10/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3;2*1-2,5-6H,(H,7,8)(H,9,10)/t28-,37+,38-,39-,42-,43-,44+,45+;2*1-,2-/m111/s1
InChI Key	CILBMBUYJCWATM-LNLXBTRNSA-N
Purity	98%+
Storage	Store in dry, low temperature, sealed, 2-8 °C.
Complexity	1820
Exact Mass	1078.42704051
Heavy Atom Count	77
Isomeric SMILES	CCC1=C[C@@H]2C[C@@](C3=C(CN(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)OC)O)OC(=O)C)CC)OC)C(=O)OC.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
Monoisotopic Mass	1078.42704051
Topological Polar Surface Area	364Ų

Custom Q&A

What is the chemical name of Vinorelbine tartrate?

The chemical name of Vinorelbine tartrate is 3',4'-Didehydro-4'-deoxy-C'-norvincaleukoblastine [R-(R*,R*)-2-3-dihydroxybutanedioate (1:2)salt].

What is the melting point of Vinorelbine tartrate?

The melting point of Vinorelbine tartrate is 181-183°C.

What are the pharmacological effects of Vinorelbine tartrate?

Vinorelbine tartrate acts by selectively blocking mitotic cell tubulin polymerization to induce tubulin depolymerization, thereby impeding spindle microtubules and causing cell division to stop in the middle.

What is the main clinical application of Vinorelbine tartrate?

Vinorelbine tartrate is used clinically in the treatment of non-small cell lung cancer (NSCLC) and breast cancer, as well as ovarian cancer, head and neck squamous cell carcinoma, leukemia, small cell lung cancer, colon cancer, brain tumors, and malignant melanoma.

What is the major adverse reaction of Vinorelbine tartrate?

The major adverse reaction of Vinorelbine tartrate is hematologic toxicity, mainly neutropenia, which usually restores within 7 days.

How is Vinorelbine tartrate eliminated from the body?

Vinorelbine tartrate is primarily eliminated in the bile (33%-88%) with some appearing in the urine (16%-30%).

What are the chemical properties of Vinorelbine tartrate?

Vinorelbine tartrate is a white or almost white powder or crystalline powder with an off-white color and is odorless.

What is the brand name of Vinorelbine tartrate?

The brand name of Vinorelbine tartrate is Navelbine.

What is the biological activity of Vinorelbine tartrate?

Vinorelbine tartrate is a selective mitotic microtubule antagonist that exhibits >20 fold selectivity over axonal microtubules. It inhibits proliferation of multiple human tumor cell lines and blocks metaphase/anaphase transition by suppression of microtubule dynamics.

How does Vinorelbine tartrate compare to other vinca alkaloids in terms of neurotoxicity?

Vinorelbine tartrate has decreased neurotoxicity compared to other vinca alkaloids due to its lower affinity for axonal microtubules.

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