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Idarubicin hydrochloride

Idarubicin hydrochloride structure

CAS No:
57852-57-0
Formula:
C26H27NO9.ClH
Chemical Name:
Idarubicin hydrochloride
Synonyms:
5,12-Naphthacenedione,9-acetyl-7-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,9,11-trihydroxy-,hydrochloride (1:1),(7S,9S)-;5,12-Naphthacenedione,9-acetyl-7-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,9,11-trihydroxy-,hydrochloride,(7S-cis)-;5,12-Naphthacenedione,9-acetyl-7-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,9,11-trihydroxy-,hydrochloride,(7S,9S)-;4-Demethoxydaunorubicin hydrochloride;Idarubicin hydrochloride;Idamycin;Zavedos;4-DMD HCl;NSC 256439
Categories:
Active Pharmaceutical Ingredients > Antineoplastic Agents

Description

Idarubicin hydrochloride is an anthracycline antileukemic drug. It inhibits the topoisomerase II interfering with the replication of DNA and RNA transcription.

Idarubicin hydrochloride is an anthracycline.|Idarubicin Hydrochloride is the hydrochloride salt of the anthracycline antineoplastic antibiotic idarubicin. Idarubicin intercalates into DNA and inhibits topoisomerase II, thereby inhibiting DNA replication and ultimately, interfering with RNA and protein synthesis. Due to its high lipophilicity, idarubicin penetrates cell membranes more efficiently than other anthracycline antibiotic compounds|An orally administered anthracycline antineoplastic. The compound has shown activity against BREAST NEOPLASMS; LYMPHOMA; and LEUKEMIA.

Idarubicin hydrochloride Basic Attributes

Molecular Weight：

533.95

Exact Mass：

533.145264

EC Number：

260-990-7

UNII：

5VV3MDU5IE

DSSTox ID：

DTXSID0047797

NCI Thesaurus Code：

C1587

HScode：

2941906000

Characteristics

PSA：

176.61000

XLogP3：

2.52260

Melting Point：

183-185 °C

Boiling Point：

725.4ºC at 760 mmHg

Flash Point：

392.5ºC

Storage Conditions：

2-8°C

Specific rotation：

D20 +205° (c = 0.1 in methanol) (Arcamone); D20 +188° (c = 0.10 in methanol) (Kimura)

Safety Information

Transport codes：

UN 2811

wgk germany：

hazard class code：

60-61-28-40

safety instructions：

53-45-36-22

RTECS Number：

HB7877000

Marks：

T+,Xn

Precautionary statement(s)：

P201-P264-P281-P301 + P310-P308 + P313

Hazard Statements：

H300-H351-H360

GHS Classification：

|Danger|H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]|P201, P202, P264, P270, P281, P301+P310, P308+P313, P321, P330, P405, and P501|Aggregated GHS information provided by 124 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Drug Indication：

Drug: Idarubicinhydrochloride

MeSH：

Compounds that inhibit the activity of DNA TOPOISOMERASE II. Included in this category are a variety of ANTINEOPLASTIC AGENTS which target the eukaryotic form of topoisomerase II and ANTIBACTERIAL AGENTS which target the prokaryotic form of topoisomerase II. (See all compounds classified as Topoisomerase II Inhibitors.)|Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms. (See all compounds classified as Antibiotics, Antineoplastic.)

MeSH Entry Terms：

4 Demethoxydaunorubicin

Idarubicin hydrochloride Use and Manufacturing

Uses

Orally active anthracycline; analog of Daunorubicin. Antineoplastic

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:534.0
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:3
Exact Mass:533.1452592
Monoisotopic Mass:533.1452592
Topological Polar Surface Area:177
Heavy Atom Count:37
Complexity:912
Defined Atom Stereocenter Count:6
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Drug Function and Efficacy

This product is embedded between the base pairs of the double-stranded DNA, inhibiting the extension, replication and transcription of the DNA chain, and finally leading to cell death. Recently, it has been discovered that this product can also affect the activity of topoisomerase II (Top II). Top II plays an important role in maintaining the normal spatial structure of DNA and ensuring DNA replication and transcription. This product inhibits the activity of this enzyme, which can lead to DNA cleavage. DNA fragments bound to proteins can be detected by filtration and elution. The DNA damage caused by this product has little to do with free radicals, nor is it the result of early cell death.

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

Idarubicin Hydrochloride for Injection
Ingredients	Chemical name: The main ingredient of this product is idarubicin hydrochloride, and its chemical name is 4-demethoxydaunorubicin hydrochloride. Chemical structure: Molecular formula: C26H27NO9·HCl Molecular weight: 533.97 Excipients: Lactose
Indication	Combination with other drugs that have bone marrow suppression may aggravate bone marrow suppression. It will degrade with alkaline solution. Combination with heparin will produce precipitation, so do not use with other drugs.
Specifications	5mg
Manufacturer	Han Hui Pharmaceuticals Company Limited

Idarubicin hydrochloride
Manufacturer	Zhejiang Hisun Pharmaceutical Co., Ltd.

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Registered Holders

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Pfizer Investment Co., Ltd.

China
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Jiangsu Purun Biopharmaceutical Co., Ltd.

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