Gimatecan
Basic information
- CAS
292618-32-7- Standard SMILES
CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2c-1nc1ccccc1c2/C=N/OC(C)(C)C- InChIKey
UIVFUQKYVFCEKJ-OPTOVBNMSA-N- Molecular formula
- C25H25N3O5
- Average molar mass
- 447.5 g/mol
- Monoisotopic mass
- 447.17942091
Overview
Gimatecan is an orally available 7-t-butoxyiminomethyl-substituted lipophilic camptothecin derivative.
Names & identifiers
- Preferred name
- Gimatecan
- IUPAC
- (19S)-19-ethyl-19-hydroxy-10-[(E)-(2-methylpropan-2-yl)oxyiminomethyl]-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
- English name
- ST1481
- Molecular formula
- C25H25N3O5
- Molecular weight
- 447.488
Names & synonyms
Gimatecan292618-32-7ST1481LBQ707DTXSID00577027-t-ButoxyiminomethylcamptothecinST 14817KKS9R192F(4S)-11-((E)-((1,1-DImethylethoxy)imino)methyl)-4-ethyl-4-hydroxy-1,12-dihydro-14H-pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4H)-dioneDTXCID8031491gimatecanumRefChem:639936
Show more names
CPT 184Unii-7kks9R192fST1481: GIMATECANCPT 184ST1481 ST-1481 GimatecanGimatecan, 10 mM in DMSO
STI481(19S)-10-((1E)-((tert-butoxy)imino)methyl)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo(11.8.0.02,11.0?,?.01?,2?)henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione7-t-butoxyiminomethyl-camptothecinGimatecan [INN](19S)-19-ethyl-19-hydroxy-10-[(E)-(2-methylpropan-2-yl)oxyiminomethyl]-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione(S,E)-4-ethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-11-carbaldehyde O-(tert-butyl) oximeNCGC00253588-01CS-0006524
Properties
Computed structural properties
- XLogP
- 2
- Topological polar surface area
- 101 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 4
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 948
Physicochemical properties
- Boiling point
- 780.6 · 780.6±70.0 °C(Predicted)
- Density
- 1.37 · 1.37±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- pka
- 11.2 · 11.20±0.20(Predicted)
- form
- Solid
- color
- Light yellow to yellow
- NCI Dictionary of Cancer Terms
- 1481 · gimatecan; ST1481
- FDA UNII
- 7 KKS9R192F · 7KKS9R192F
- NCI Drug Dictionary
- gimatecan
- Comptox DTXSID
- 57702 · DTXSID0057702
- Symbol(GHS)
- 7 · GHS07,GHS08,GHS06
- Signal word
- Danger
- Hazard statements
- 300 · H300-H335-H319-H351-H315
- Precautionary statements
- 201 · P201-P202-P281-P308+P313-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501-P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]
P203, P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, 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. 1 (100%)
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08,GHS06
- Hazard statements
- H300-H335-H319-H351-H315
- Precautionary statements
- P201-P202-P281-P308+P313-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501-P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Applications
UsesGimatecan (ST1481) is a potent topoisomerase I inhibitor. Gimatecan is an orally bioavailable camptothecin analogue with antitumor activity[1].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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