Grundinformationen
- Standard-SMILES
CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3c(CN(C)C)c(O)ccc3nc2-1.Cl- InChIKey
DGHHQBMTXTWTJV-BQAIUKQQSA-N- Summenformel
- C23H24ClN3O5
- Durchschnittliche Molmasse
- 457,9 g/mol
- Monoisotopische Masse
- 457,1404486
Namen und Bezeichner
- Bevorzugter Name
- Topotecan Hydrochloride
- IUPAC
- (19S)-8-[(dimethylamino)methyl]-19-ethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaene-14,18-dione;hydrochloride
- Englischer Name
- Topotecan hydrochloride
- Summenformel
- C23H24ClN3O5
- Molmasse
- 457.91
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
119413-54-6- PubChem CID
- 60699
- DTXSID
DTXSID1045952- ChEMBL
CHEMBL1607- ChEBI
CHEBI:232548- UNII
- 956S425ZCY
- EC Number
- 601-607-9
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 103 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 7
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 32
- Formalladung
- 0
- Komplexität
- 867
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 213 · 213-218°C
- storage temp.
- Sealed in dry,Room Temperature
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly), Water (Slightly)
- Aggregatzustand
- Light yellow to greenish powder.
- Farbe
- White to Off-White
- Stabilität
- Hygroscopic
- InChIKey
- DGHHQBMTXTWTJV-UUTVKYGWNA-N
- SMILES
- C12C=C3N(CC4C=C5C(CN(C)C)=C(O)C=CC5=NC3=4)C(=O)C=1COC(=O)[C@]2(O)CC.Cl |&1:27,r|
- CAS Datenbank
- 119413 · 119413-54-6(CAS DataBase Reference)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H300 (37.5%): Fatal if swallowed [Danger Acute toxicity, oral];H301 (12.5%): Toxic if swallowed [Danger Acute toxicity, oral];H302 (12.5%): Harmful if swallowed [Warning Acute toxicity, oral];H315 (12.5%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (12.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (12.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H340 (87.5%): May cause genetic defects [Danger Germ cell mutagenicity];H350 (50%): May cause cancer [Danger Carcinogenicity];H351 (25%): Suspected of causing cancer [Warning Carcinogenicity];H360 (37.5%): May damage fertility or the unborn child [Danger Reproductive toxicity];H360D (12.5%): May damage the unborn child [Danger Reproductive toxicity];H361 (25%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity];H370 (25%): Causes damage to organs [Danger Specific target organ toxicity, single exposure];H412 (37.5%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P203, P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P308+P316, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 8 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Hazard Classes and Categories
Acute Tox. 2 (37.5%);Acute Tox. 3 (12.5%);Acute Tox. 4 (12.5%);Skin Irrit. 2 (12.5%);Eye Irrit. 2 (12.5%);STOT SE 3 (12.5%);Muta. 1B (87.5%);Carc. 1B (50%);Carc. 2 (25%);Repr. 1B (37.5%);Repr. 2 (25%);STOT SE 1 (25%);Aquatic Chronic 3 (37.5%)
Toxikologische Informationen
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Topotecan hydrochloride
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
Effects During Pregnancy and Lactation
◉ Summary of Use during Lactation;Most sources consider breastfeeding to be contraindicated during maternal high-dose antineoplastic drug therapy. The manufacturer recommends that women not breastfeed during treatment with topotecan and for 1 week after the last dose. Chemotherapy may adversely affect the normal microbiome and chemical makeup of breastmilk. Women who receive chemotherapy during pregnancy are more likely to have difficulty nursing their infant.;◉ Effects in Breastfed Infants;Relevant published information was not found as of the revision date.;◉ Effects on Lactation and Breastmilk;Relevant published information was not found as of the revision date.
Sicherheitsdaten
- hs_code
- 29420000
- risk_code
- 25-36/37/38-46
- hazard_code
- T
- safety_code
- 26-36/37/39-45
Chemie und Industrie
Pharmakologische Informationen
FDA Pharmacological Classification
TOPOTECAN HYDROCHLORIDE
Topoisomerase Inhibitor [EPC]; Topoisomerase Inhibitors [MoA]
Anwendungen
VerwendenA DNA topoisomerase I inhibitor; semisynthetic analog of Camptothecin. Antineoplastic. Topotecan hydrochloride is a chemotherapy agent that is a topoisomerase 1 inhibitor.
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