Vindesine Sulfate

HCID 43116

Completing data — usually done within a minute

Basic information

CAS
59917-39-4
Standard SMILES
CC[C@]1(O)C[C@H]2CN(CCc3c([nH]c4ccccc34)[C@@](C(=O)OC)(c3cc4c(cc3OC)N(C)[C@H]3[C@@](O)(C(N)=O)[C@H](O)[C@]5(CC)C=CCN6CC[C@]43[C@@H]65)C2)C1.O=S(=O)(O)O
InChIKey
COFJBSXICYYSKG-FJFFLIEUSA-N
Molecular formula
C43H57N5O11S
Average molar mass
852 g/mol
Monoisotopic mass
851.37752864

Overview

Vindesine sulfate is an alkaloid sulfate salt. It has a role as an antineoplastic agent. It is functionally related to a vindesine.

Names & identifiers

Preferred name
Vindesine Sulfate
IUPAC
methyl (13S,15S,17S)-13-[(1R,9R,10S,11R,12R,19R)-10-carbamoyl-12-ethyl-10,11-dihydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-17-ethyl-17-hydroxy-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraene-13-carboxylate;sulfuric acid

Names & synonyms

vindesine sulfate59917-39-4EldisineVindesine sulfate saltEldesineDTXSID0049074Desacetylvinblastine amide sulfateFildesin3-Carbamoyl-4-deacetyl-3-de(methoxycarbonyl)vincaleukoblastine sulfate (1:1) (salt)DTXCID0029000CHEBI:322953-carbamoyl-O(4)-deacetyl-3-de(methoxycarbonyl)vincaleukoblastine sulfate
Show more names
NSC 245467LY-099094EldisinGesidineEnisonVindesini SulfasNSC-245467Sulfate, Vindesine

Database identifiers

CAS
59917-39-4
PubChem CID
43116
DTXSID
DTXSID0049074
ChEMBL
CHEMBL3989543
ChEBI
CHEBI:32295
EC Number
261-984-7

Properties

Computed structural propertiesFilling in

Topological polar surface area
248 Ų
Hydrogen bond donors
7
Hydrogen bond acceptors
14
Rotatable bonds
7
Heavy atoms
60

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]

P203, P264, P264+P265, P270, P280, P301+P316, P305+P354+P338, P317, P318, P321, P330, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 2 (100%)

Toxicology

Treatment · 1 item

Activated charcoal binds most toxic agents and can decrease their systemic absorption if administered soon after ingestion. Immediate dilution with milk or water may be of benefit in caustic or irritant chemical ingestions. If the exposure occurred through inhalation, move patient to fresh air. Monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Administer oxygen and assist ventilation as required. Treat bronchospasm with inhaled beta2 agonist and oral or parenteral corticosteroids. in case of acute lung injury, Maintain ventilation and oxygenation and evaluate with frequent arterial blood gas or pulse oximetry monitoring. Following eye exposure, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. In case of dermal exposure, Remove contaminated clothing and wash exposed area thoroughly with soap and water. Treat dermal irritation or burns with standard topical therapy. Patients developing dermal hypersensitivity reactions may require treatment with systemic or topical corticosteroids or antihistamines. (T36)

Health EffectsThe bone marrow depressant effects of vindesine may result in an increased incidence of microbial infection, delayed healing, and gingival bleeding (A609).
Exposure RoutesIngestion, inhalation (T36, A566).
Toxicity SummaryVindesine acts by causing the arrest of cells in metaphase mitosis through its inhibition tubulin mitotic funcitoning. The drug is cell-cycle specific for the S phase.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Toxicity DataLD50: 4 mg/kg (Mouse)

Chemistry & industry

Pharmacology

Metabolism/MetabolitesHepatic Half Life: 24 hours.
MeSH Pharmacological Classification · 2 items

Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity.

Agents that interact with TUBULIN to inhibit or promote polymerization of MICROTUBULES.

Uses & manufacturing

UsesVindesine is used in chemotherapy to treat many different types of cancer, including leukaemia, lymphoma, melanoma, breast cancer, and lung cancer (L1022).

Related reactions

0 records

No reaction records under the current filter.

Compound notes

Loading…