Aclarubicin | CAS No. 57576-44-0

Aclarubicin

Basic Information

View in Editor

CAS Number

57576-44-0

Molecular Formula

C42H53NO15

Molecular Weight

811.87 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

151-153° (dec)

Boiling Point

756.05°C (rough estimate)

Density

1.2261 (rough estimate)

Refractive Index

1.6220 (estimate)

Specific Rotation

D24 -11.5° (c = 1 in methylene chloride)

SMILES

View in Editor

CCC1(O)CC(OC2CC(C(OC3CC(O)C(OC4CCC(=O)C(C)O4)C(C)O3)C(C)O2)N(C)C)c2c(O)c3C(=O)c4c(O)cccc4C(=O)c3cc2C1C(=O)OC

InChI

InChI=1S/C42H53NO15/c1-8-42(51)17-28(33-22(35(42)41(50)52-7)14-23-34(38(33)49)37(48)32-21(36(23)47)10-9-11-26(32)45)56-30-15-24(43(5)6)39(19(3)54-30)58-31-16-27(46)40(20(4)55-31)57-29-13-12-25(44)18(2)53-29/h9-11,14,18-20,24,27-31,35,39-40,45-46,49,51H,8,12-13,15-17H2,1-7H3

InChIKey

USZYSDMBJDPRIF-UHFFFAOYSA-N

LogP

3.157700000000002

Topological Polar Surface Area

217.04999999999995 Å²

Hydrogen Bond Donor/Acceptor

4 / 16

Safety Information

View Safety Information

Hazard Class

Class 6.1(a) Class 6.1(a)

Toxicity

LD50 in mice (mg/kg): 22.6 i.p., 33.7 i.v. (Oki)

Synonyms & References

English

Aclarubicin
Methyl (1R,2R,4S)-4-[(2R,5S,6S)-4-dimethylamino-5-[(2S,4S,5S,6S)-4-hydroxy-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
ACLACINOMYCIN A,STREPTOMYCES GALILAEUS
Aclacin
aclacur
Aclaplastin
ACLARUBLCIN
ACM
Aelacinon
Jaclacin
ma144-a1
Aclacinomycin A

FAQ

What are the physical and chemical properties of Aclarubicin (CAS: 57576-44-0)?

Aclarubicin is a semi-synthetic antitumor agent with a molecular weight of approximately 432.31 g/mol. It has a low solubility in water but is more soluble in organic solvents such as ethanol and dimethyl sulfoxide. Aclarubicin exhibits significant antitumor activity and has a reactive phosphate group that makes it susceptible to nucleophilic attack, leading to DNA damage and cell death.

How is Aclarubicin (CAS: 57576-44-0) typically synthesized?

Aclarubicin is synthesized by modifying daunorubicin through acylation. The synthesis involves a series of steps including alkylation, acylation, and cyclization, with the use of catalysts like sulfuric acid. The process typically achieves high yields and selectivity, making it a common method for producing this compound in pharmaceutical applications.

What industries use Aclarubicin (CAS: 57576-44-0)?

Aclarubicin is primarily used in the pharmaceutical industry for its antitumor properties. It is also of interest in research for developing new anticancer drugs. Although not extensively used in industries such as polymers, sensors, or semiconductors, its unique chemical properties make it relevant in specialized research and development contexts.

What precautions should be taken when handling Aclarubicin (CAS: 57576-44-0)?

When handling Aclarubicin, it is crucial to wear appropriate personal protective equipment (PPE) including gloves, lab coat, and safety goggles. Work should be conducted in a well-ventilated area or fume hood. Spills should be cleaned up promptly using appropriate absorbents, and the area should be decontaminated. Always refer to the Safety Data Sheet (SDS) for detailed handling and emergency response procedures.