Topotecan

C₂₃H₂₃N₃O₅CAS 123948-87-8421.45 g/mol

Open in Covalent MOL file

Alcohol Ester Lactone Phenol Tertiary amine

Properties

Molecular formula: C₂₃H₂₃N₃O₅
Molar mass: 421.45 g/mol
Exact mass: 421.1638 Da
Melting point: 213–218 °C
logP: 1.85Crippen estimate
Polar surface area: 104.9 Å²
H-bond donors / acceptors: 2 / 7
Rotatable bonds: 3
Stereocentres: Sin SMILES atom order

Hazards

Danger

H301 Toxic if swallowed18.8% of notifiers
H315 Causes skin irritation20.8% of notifiers
H319 Causes serious eye irritation20.8% of notifiers
H335 May cause respiratory irritation18.8% of notifiers
H340 May cause genetic defects18.8% of notifiers
H341 Suspected of causing genetic defects79.2% of notifiers

Aggregated from 48 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

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, P501

Identifiers

CAS number

123948-87-8

SMILES

CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3c(CN(C)C)c(O)ccc3nc2-1

InChIKey

UCFGDBYHRUNTLO-QHCPKHFHSA-N

InChI

InChI=1S/C23H23N3O5/c1-4-23(30)16-8-18-20-12(9-26(18)21(28)15(16)11-31-22(23)29)7-13-14(10-25(2)3)19(27)6-5-17(13)24-20/h5-8,27,30H,4,9-11H2,1-3H3/t23-/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

18 names · show all

1H-Pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 10-[(dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-, (4S)-
1H-Pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 10-[(dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-, (S)-
(4S)-10-[(Dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-1H-pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
Hycamptamine
SKF 104864
Topotecan lactone
SKF-S 104864
Hycamptin
NSC 609699
10-Hydroxy-9-[(dimethylamino)methyl]-(20S)-camptothecin
9-(N,N-Dimethylaminomethyl)-10-hydroxycamptothecin
(S)-Topotecan
Nogitecan
Topophore C
TopoCED
(19S)-8-[(Dimethylamino)methyl]-19-ethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0[2,11].0[4,9].0[15,20]]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione
Potactasol
Evotopin

Work with Topotecan

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Topotecan hydrochloride119413-54-6Salt

Similar compounds

9-Hydroxycamptothecin67656-30-876 % similar 9-Aminocamptothecin91421-43-168 % similar Hydroxycamptothecin19685-09-768 % similar 4-Ethyl-4,9-dihydroxy-1H-pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione64439-81-268 % similar 9-Methoxycamptothecin39026-92-167 % similar Sn-3886639-52-367 % similar Camptothecin7689-03-466 % similar 9-Nitrocamptothecin91421-42-064 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook