 Home > Encyclopedia > Topotecan hydrochloride

Topotecan hydrochloride

Topotecan hydrochloride structure

CAS No:
119413-54-6
Formula:
C23H23N3O5.ClH
Chemical Name:
Topotecan hydrochloride
Synonyms:
1H-Pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione,10-[(dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-,hydrochloride (1:1),(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-,monohydrochloride,(S)-;1H-Pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione,10-[(dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-,monohydrochloride,(4S)-;SKF 104864A;NSC 609669;Topotecan hydrochloride;Hycamtin;SKFS 104864A;Nogitecan hydrochloride;Topotecan chlorohydrate;(S)-10-[(Dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-1H-pyrano[3′,4′:6,7]indolizino[l,2-b]quinoline-3,14(4H,12H)-dione monohydrochloride;Xinze
Categories:
Active Pharmaceutical Ingredients > Antineoplastic Agents

Description

Topotecan hydrochloride can enter the blood brain barrier. It has the same effect of oral and intravenous injection. The drug has low toxicity predictable bone marrow suppression, and other minor non-hematologic toxicity. Currently there are manufacturers, for clinical treatment of small cell lung cancer, ovarian cancer and other tumors.Topotecan hydrochloride inhibits the activity of topoisomerase I, which is required for DNA replication.

Irinotecan and topotecan are semisynthetic derivatives of the plant alkaloid camptothecin and are used as antineoplastic agents in the therapy of colorectal, ovarian and non-small cell lung cancer. Both irinotecan and topotecan are associated with an appreciable rate of serum enzyme elevations during therapy, and irinotecan has been implicated in causing steatohepatitis when given as cyclic anticancer therapy.|Topotecan Hydrochloride is the hydrochloride salt of a semisynthetic derivative of camptothecin with antineoplastic activity. During the S phase of the cell cycle, topotecan selectively stabilizes topoisomerase I-DNA covalent complexes, inhibiting religation of topoisomerase I-mediated single-strand DNA breaks and producing potentially lethal double-strand DNA breaks when complexes are encountered by the DNA replication machinery. Camptothecin is a cytotoxic quinoline-based alkaloid extracted from the Asian tree Camptotheca acuminata.|An antineoplastic agent used to treat ovarian cancer. It works by inhibiting DNA TOPOISOMERASES, TYPE I.

Topotecan hydrochloride Basic Attributes

Molecular Weight：

457.91

Exact Mass：

421.163757

EC Number：

1308068-626-2

UNII：

956S425ZCY

NSC Number：

759263|609699

DSSTox ID：

DTXSID1045952

NCI Thesaurus Code：

C2828

ATC Code：

L01CE01

HScode：

29420000

Characteristics

PSA：

103

XLogP3：

2.64880

Appearance：

White Crystalline Solid

Density：

1.5±0.1 g/cm3

Melting Point：

215 °C (decomp)

Boiling Point：

782.9ºC at 760mmHg

Flash Point：

427.3±32.9 °C

Refractive Index：

1.734

Storage Conditions：

Refrigerator

Vapor Pressure：

8.13E-26mmHg at 25°C

Collision Cross Section：

211.2 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

hazard class code：

25-36/37/38-46

safety instructions：

26-36/37/39-45

Marks：

Precautionary statement(s)：

P201, P202, P260, P261, P264, P270, P271, P273, P280, P281, P301+P310, P301+P312, P302+P352, P304+P340, P305+P351+P338, P307+P311, P308+P313, P312, P314, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H300

GHS Classification：

|Danger|H300 (33.33%): Fatal if swallowed [Danger Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P271, P273, P280, P281, P301+P310, P301+P312, P302+P352, P304+P340, P305+P351+P338, P307+P311, P308+P313, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 6 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Hepatotoxicity：

Chemotherapy with irinotecan and topotecan in combination with other agents is associated with serum enzyme elevations in up 15% of patients depending upon the dose, other agents used, the frequency of monitoring and degree of elevation that is reported. The ALT elevations are usually asymptomatic and transient and may resolve without dose modification. Marked elevations occur in 1% to 4% of patients, but rarely require dose modification. Genetic variants in hepatic transporters and metabolic enzymes have been associated with predisposition to irinotecan toxicity, including OATP 1B1 (SLC01B1), UGT1A1 and CYP 3A4. However, the major toxicities of irinotecan are hematologic and diarrhea, and liver test elevations are rare causes of drug interruption or dose modification.

Drug Information

Drug Indication：

Hycamtin capsules are indicated as monotherapy for the treatment of adult patients with relapsed small cell lung cancer (SCLC) for whom re-treatment with the first-line regimen is not considered appropriate.Topotecan is indicated for the treatment of patients with metastatic carcinoma of the ovary after failure of first-line or subsequent therapy.Hycamtin capsules are indicated as monotherapy for the treatment of adult patients with relapsed small cell lung cancer (SCLC) for whom re-treatment with the first-line regimen is not considered appropriate.|Drug: Topotecanhydrochloride

LiverTox Summary：

Drug Classes：

Antineoplastic Agents

MeSH：

Compounds that inhibit the activity of DNA TOPOISOMERASE I. (See all compounds classified as Topoisomerase I Inhibitors.)

MeSH Entry Terms：

9 Dimethylaminomethyl 10 hydroxycamptothecin

Topotecan hydrochloride Use and Manufacturing

Uses

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

Use Classification：

Human drugs -> Hycamtin -> EMA Drug Category|Antineoplastic agents -> Human pharmacotherapeutic group|Human drugs -> Rare disease (orphan)|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:457.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:3
Exact Mass:457.1404486
Monoisotopic Mass:457.1404486
Topological Polar Surface Area:103
Heavy Atom Count:32
Complexity:867
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Drug Function and Efficacy

This drug is an inhibitor of topoisomerase I. It can bind to the topoisomerase I-DNA complex and prevent the reconnection of single-stranded DNA breaks. It is a specific drug for the S phase of the cell cycle. By interacting with the replication enzyme to produce double-stranded DNA damage, mammalian cells cannot effectively repair these interruptions, thereby exerting a cytotoxic effect. Preclinical in vivo tests have shown significant efficacy in a variety of animal transplanted tumors.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Topotecan Hydrochloride for Injection
Ingredients	This product is a sterile lyophilized product of topotecan hydrochloride.
Indication	1. This product can increase cytotoxicity when used in combination with other anti-tumor drugs, and the degree of increase depends on the tumor type, exposure time, drug concentration, calculation method and drug sequence. 2. This product can accelerate the killing of hamster V79 cells and many human cancer cells when used in combination with cisplatin, carmustine or melphalan.
Specifications	1 mg

Topotecan Hydrochloride for Injection
Ingredients	This product is a sterile lyophilized product of topotecan hydrochloride.
Indication	1. This product can increase cytotoxicity when used in combination with other anti-tumor drugs, and the degree of increase depends on the tumor type, exposure time, drug concentration, calculation method and drug sequence. 2. This product can accelerate the killing of hamster V79 cells and many human cancer cells when used in combination with cisplatin, carmustine or melphalan.
Specifications	2 mg (as C23H23N3O5)
Manufacturer	Jiangsu Hengrui Pharmaceuticals Co., Ltd.

Topotecan Hydrochloride for Injection
Ingredients	This product is a sterile lyophilized product of topotecan hydrochloride.
Indication	1. This product can increase cytotoxicity when used in combination with other anti-tumor drugs, and the degree of increase depends on the tumor type, exposure time, drug concentration, calculation method and drug sequence. 2. This product can accelerate the killing of hamster V79 cells and many human cancer cells when used in combination with cisplatin, carmustine or melphalan.
Specifications	2mg

See More Related Drugs

Registered Holders

EMCURE PHARMACEUTICALS LTD

United States
Active
NOVARTIS PHARMACEUTICALS CORP

United States
Active
SCINOPHARM TAIWAN, LTD.

Taiwan, China
Active

See More Registered Holders

Recommended Suppliers of Topotecan hydrochloride

Shaanxi Dideu Medichem Co. Ltd Contact Supplier

CN
5 YRS

Business licensed Certified factory

Manufactory Supplier of Chemical Pesticides,Food Additives,Agrochemicals,Active Pharm Ingredients,Flavors and Fragrances,Chemical Catalyst,Chemical Materials,Chem&Pharm Intermediates,Organic Intermediates,Feed Additive

Topotecan hydrochloride 99% Dideu-5-00472 Dideu

CAS No.: 119413-54-6

Grade: Pharmaceutical Grade

Content: 99%

Inquiry
Xi'an Honest BioEngr Co.,Ltd. Contact Supplier

CN
3 YRS

Business licensed

Trader Supplier of Estradiol,Progesterone,GS441524,4-Butylresorcinol,DeoxyArbutin,Coenzyme Q10,Piracetam,Pregabalin,Ketoprofen,omeprazole,Fullerene C60,Melatonin,Nicotinamide riboside chloride,lactoferrin,Tylosin tartrate,Gentamycin Sulfate,Levamisole HCl,Praziquantel,Ivermectin,GA3,Pepsin,MT2,5 amino 1MQ,selank,semax

Cost-effective sourcing of 99% pure Topotecan hydrochloride CAS 119413-54-6 raw material

CAS No.: 119413-54-6

Grade: Pharmaceutical Grade

Content: 99%

Inquiry
Henan Lihao Chem Plant Limited Contact Supplier

CN
5 YRS

Business licensed

Trader Supplier of PVC resin,pvc paste resin,melamine

Topotecan hydrochloride 99% see COA kanbei

CAS No.: 119413-54-6

Grade: Industrial Grade

Content: 99%

Inquiry
Creative Enzymes Contact Supplier

US
6 YRS

Business licensed Certified factory

Manufactory Supplier of Coenzymes,Inhibito,Enzymes,Zymogens,Substrates

Topotecan HCl

CAS No.: 119413-54-6

Content: 99%

Inquiry
Shandong Airuike Chemical Co., Ltd. Contact Supplier

CN
3 YRS

Business licensed

Trader Supplier of api,Intermediates,Organic Chemistry,Inorganic Chemistry,Daily Chemicals,Cosmetic Raw Materals,CATALYST AND AUXILIARY,FLAVORS AND FRAGRANCES,Chemical Pesticides,ADDITIVE

Topotecan hydrochloride CAS 119413-54-6

CAS No.: 119413-54-6

Grade: Pharmaceutical Grade

Content: 99%

Inquiry