Topotecan Hydrochloride

HYDROCHLORIDE · 3-[1-methyl-6-(4-piperidyl)indazol-3-yl]piperidine-2,6-dione · Hycamtin · TOPOTECAN HCL · 3-amino-1,3-dimethyl-cyclobutanol · 2-(3-Chloro-5-trifluoromethyl-pyridin-2-yl)-ethylamine · (1R)-6,7-dimethoxy-1-[(4-methoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline · 108563

https://huagongshe.com/ko/chemical/60699

식별자 및 물리적 특성

CAS No.	119413-54-6
분자식	C23H24ClN3O5
평균 분자량	457.9 g/mol
단동위원소 질량	457.1404486 g/mol
SMILES	CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3c(CN(C)C)c(O)ccc3nc2-1.Cl
InChIKey	DGHHQBMTXTWTJV-BQAIUKQQSA-N
PubChem CID	60699
ChEMBL	CHEMBL1607
ChEBI	CHEBI:232548
EC No.	601-607-9
DTXSID	DTXSID1045952

화학 및 물리적 성질

극성 표면적	103
수소 결합 공여자 수	3
수소 결합 수용자 수	7
회전 가능 결합 수	3
무거운 원자 수	32
형식 전하	0
복잡도	867
Collision Cross Section	211.2 Å² [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]
녹는점	213-218°C
저장 조건	Sealed in dry,Room Temperature
용해도	DMSO(약간 용해됨), 메탄올(약간 용해됨), 물(약간 용해됨)
물리적 상태	연한 노란색에서 녹색을 띠는 분말.
색상	흰색에서 황백색까지
안정성	흡습성
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\|

화학적 성질

White Crystalline Solid

안전 및 규제

GHS 분류	DangerH300 (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 exposureRespiratory 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.
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%)

GHS 분류

DangerH300 (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 exposureRespiratory 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.

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%)

용도

A DNA topoisomerase I inhibitor; semisynthetic analog of Camptothecin. Antineoplastic. Topotecan hydrochloride is a chemotherapy agent that is a topoisomerase 1 inhibitor.

일반 설명

Topotecan is supplied in 4-mg vials and administered IV forthe treatment of ovarian cancer, cervical cancer, and smallcell lung cancer in those patients who did not respond tofirst-line therapy. Following IV administration, the drug iswidely distributed with 10% to 35% of the agent bound toplasma proteins. There is evidence that the agent may crossthe blood-brain barrier to some extent. In plasma, an equilibriumis established between the lactone and the less activehydroxy acid with 20% of the drug present as the lactone 1hour after the infusion is complete. In contrast to irinotecan,both the lactone and the hydroxy acid bind equally well tohuman serum albumin. N-Demethylation of the tertiaryamine to give the secondary amine is mediated by CYP3A4and represents a minor route of metabolism. Glucuronidationof the parent and the phase I metabolites also occurs to a limited(10%) extent.Elimination occurs primarily in theurine, with 30% of the dose being recovered as unchangeddrug. The terminal elimination half-life is 2 to 3 hours. Themajor toxicity seen for topotecan is dose-limiting myelosuppression.Nausea and vomiting are seen in most (70%–80%)patients, along with diarrhea and abdominal pain. Other toxicitiesinclude headache myalgias, alopecia and elevation ofserum transaminases, alkaline phosphatases, and bilirubin.Microscopic hematuria (blood in the urine) may also be seen.