CAS 83-89-6

(±)-Quinacrine

Description:

(±)-Quinacrine, also known as mepacrine, is an organic compound with the CAS number 83-89-6. It is classified as an acridine derivative and is characterized by its yellow crystalline appearance. Quinacrine is known for its antimalarial properties and has been used historically in the treatment of malaria and certain other parasitic infections. The compound exhibits a broad spectrum of biological activities, including anti-inflammatory and potential anticancer effects. Its mechanism of action involves intercalation into DNA, which can disrupt nucleic acid synthesis. Quinacrine is soluble in organic solvents like ethanol and chloroform but has limited solubility in water. Due to its pharmacological properties, it has also been investigated for use in various medical applications, including as an antiseptic and in the treatment of certain autoimmune diseases. However, its use has declined with the advent of more effective and safer alternatives. As with many pharmaceuticals, safety and toxicity profiles are important considerations in its application.

Formula: C₂₃H₃₀ClN₃O

InChI: InChI=1S/C23H30ClN3O/c1-5-27(6-2)13-7-8-16(3)25-23-19-11-9-17(24)14-22(19)26-21-12-10-18(28-4)15-20(21)23/h9-12,14-16H,5-8,13H2,1-4H3,(H,25,26)

InChI key: InChIKey=GPKJTRJOBQGKQK-UHFFFAOYSA-N

SMILES: N(C(CCCN(CC)CC)C)C=1C2=C(N=C3C1C=CC(Cl)=C3)C=CC(OC)=C2

Synonyms:

• (.+-.)-Quinacrine
• 1,4-Pentanediamine, N⁴-(6-chloro-2-methoxy-9-acridinyl)-N¹,N¹-diethyl-
• 6-Chloro-9-[[4-(diethylamino)-1-methylbutyl]amino]-2-methoxyacridine
• Acrichin
• Acridine, 6-chloro-9-[[4-(diethylamino)-1-methylbutyl]amino]-2-methoxy-
• Acrinamine
• Acriquine
• Akrichin
• Antimalarina
• Atabrine
• Haffkinine
• Italchine
• Mepacrin
• Mepacrina
• Mepacrine
• N⁴-(6-Chloro-2-methoxy-9-acridinyl)-N¹,N¹-diethyl-1,4-pentanediamine
• St 439
• N4-(6-Chloro-2-methoxy-9-acridinyl)-N1,N1-diethyl-1,4-pentanediamine

6-chloro-N-[5-(diethylamino)pentan-2-yl]-2-methoxyacridin-9-amine

CAS: 83-89-6

Formula: C₂₃H₃₀ClN₃O

Purity: 98%

Color and Shape: Solid

Molecular weight: 399.9568

Ref: IN-DA01C19Y

Mepacrine

CAS: 83-89-6

Mepacrine

Purity: ≥98%

Molecular weight: 399.96g/mol

Ref: 54-BUP14187

Mepacrine

CAS: 83-89-6

Mepacrine (Erion) is an acridine derivative formerly widely used as an antimalarial.

Formula: C₂₃H₃₀ClN₃O

Purity: 98.78%

Color and Shape: Bright Yellow Crystals

Molecular weight: 399.96

Ref: TM-T24449

rac Quinacrine-d10 Dihydrochloride

Controlled Product

CAS: 1189976-99-5, 83-89-6

Applications Anthelmintic; antimalarial.
References Cheruku, R.S., et al.: J. Med. Chem., 46, 3166 (2003),

Formula: C₂₃H₂₀D₁₀ClN₃O•2(HCl)

Color and Shape: Neat

Molecular weight: 410.0223646

Ref: TR-Q550612