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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H19N5O2
Molecular Weight 325.3651
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MIVOBULIN

SMILES

CCOC(=O)NC1=CC2=C(N=C([C@H](C)N2)C3=CC=CC=C3)C(N)=N1

InChI

InChIKey=XXBDOTXPQDVHIP-JTQLQIEISA-N
InChI=1S/C17H19N5O2/c1-3-24-17(23)21-13-9-12-15(16(18)20-13)22-14(10(2)19-12)11-7-5-4-6-8-11/h4-10,19H,3H2,1-2H3,(H3,18,20,21,23)/t10-/m0/s1

HIDE SMILES / InChI

Molecular Formula C17H19N5O2
Molecular Weight 325.3651
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Mivobulin is a synthetic water-soluble colchicine analog with the broad antitumor activity that competitively binds tubulin at the colchicine-binding site and inhibits tubulin polymerization. Cancer cells exposed to Mivobulin isethionate accumulate in the M phase of the cell cycle and subsequently die. Preclinical studies have demonstrated that Mivobulin isethionate is able to cross the blood-brain barrier. Importantly, Mivobulin isethionate demonstrated significant antitumor activity in a broad spectrum of murine and human tumor models that were cross-resistant to vincristine, cisplatin, vinblastine, navelbine, and doxorubicin and in tumor cell lines exhibiting multidrug resistance owing to P-glycoprotein overexpression. In animal studies, the activity of Mivobulin isethionate was largely independent of the route of drug administration but favored a prolonged treatment schedule. Unfortunately, in clinical trials, Mivobulin fail to demonstrate the significant activity

Approval Year

PubMed

PubMed

TitleDatePubMed
Clinical Trials. Referral resource Clinical trials using CI-980 (mivobulin isethionate).
1997 May
Antimycobacterial activity of 1-deaza-7,8-dihydropteridine derivatives against Mycobacterium tuberculosis and Mycobacterium avium complex in vitro.
2001 Apr
Patents

Patents

Sample Use Guides

Mivobulin was given by 72 h continuous i.v. infusion at a dose of 4.5 mg/m2/day, days 1-3 every 21 days.
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Wed Apr 02 08:40:10 GMT 2025
Edited
by admin
on Wed Apr 02 08:40:10 GMT 2025
Record UNII
96U5LG549X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CARBAMIC ACID, (5-AMINO-1,2-DIHYDRO-2-METHYL-3-PHENYLPYRIDO(3,4-B)PYRAZIN-7-YL) ETHYL ESTER, (S)-
Preferred Name English
MIVOBULIN
INN   WHO-DD  
INN  
Official Name English
Mivobulin [WHO-DD]
Common Name English
ETHYL (S)-5-AMINO-1,2-DIHYDRO-2-METHYL-3-PHENYLPYRIDO(3,4-B)PYRAZINE-7-CARBAMATE
Common Name English
mivobulin [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C67421
Created by admin on Wed Apr 02 08:40:10 GMT 2025 , Edited by admin on Wed Apr 02 08:40:10 GMT 2025
Code System Code Type Description
PUBCHEM
182763
Created by admin on Wed Apr 02 08:40:10 GMT 2025 , Edited by admin on Wed Apr 02 08:40:10 GMT 2025
PRIMARY
INN
7597
Created by admin on Wed Apr 02 08:40:10 GMT 2025 , Edited by admin on Wed Apr 02 08:40:10 GMT 2025
PRIMARY
FDA UNII
96U5LG549X
Created by admin on Wed Apr 02 08:40:10 GMT 2025 , Edited by admin on Wed Apr 02 08:40:10 GMT 2025
PRIMARY
EPA CompTox
DTXSID40924135
Created by admin on Wed Apr 02 08:40:10 GMT 2025 , Edited by admin on Wed Apr 02 08:40:10 GMT 2025
PRIMARY
CAS
122332-18-7
Created by admin on Wed Apr 02 08:40:10 GMT 2025 , Edited by admin on Wed Apr 02 08:40:10 GMT 2025
PRIMARY
SMS_ID
100000080902
Created by admin on Wed Apr 02 08:40:10 GMT 2025 , Edited by admin on Wed Apr 02 08:40:10 GMT 2025
PRIMARY
NCI_THESAURUS
C87698
Created by admin on Wed Apr 02 08:40:10 GMT 2025 , Edited by admin on Wed Apr 02 08:40:10 GMT 2025
PRIMARY
ChEMBL
CHEMBL1233800
Created by admin on Wed Apr 02 08:40:10 GMT 2025 , Edited by admin on Wed Apr 02 08:40:10 GMT 2025
PRIMARY
EVMPD
SUB09016MIG
Created by admin on Wed Apr 02 08:40:10 GMT 2025 , Edited by admin on Wed Apr 02 08:40:10 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET->LIGAND
PARENT -> DERIVATIVE
Related Record Type Details
ACTIVE MOIETY