| Identification | Back Directory | [Name]
Dimetacrine | [CAS]
4757-55-5 | [Synonyms]
Dimetacrine
dimethacrine
10(9H)-AcridinepropanaMine,N,N,9,9-tetraMethyl-
9,9-Dimethyl-10-[3-(dimethylamino)propyl]acridan
3-(9,9-dimethylacridin-10-yl)propyl-dimethyl-amine
3-(9,9-dimethylacridin-10-yl)-N,N-dimethylpropan-1-amine
3-(9,9-dimethylacridin-10-yl)-N,N-dimethyl-propan-1-amine
9,10-Dihydro-9,9-dimethyl-10-(3-dimethylaminopropyl)acridine | [Molecular Formula]
C20H26N2 | [MDL Number]
MFCD00865380 | [MOL File]
4757-55-5.mol | [Molecular Weight]
294.43 |
| Chemical Properties | Back Directory | [Boiling point ]
bp1 200° | [density ]
0.9927 (rough estimate) | [refractive index ]
1.5640 (estimate) | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in DMSO | [pka]
9.49±0.28(Predicted) |
| Hazard Information | Back Directory | [Originator]
Isotonil,Siegfried,W. Germany,1967 | [Definition]
ChEBI: Dimetacrine is a member of acridines. | [Manufacturing Process]
A mixture of 10.0 g of 5.5-dimethylacridan, 2.0 g of pulverized sodium amide
and 6.5 g of 1-chloro-3-dimethylaminopropane in 50 ml of xylene is heated at
reflux with stirring for one hour. To the cooled reaction mixture is added one
volume of water. The organic layer is separated and extracted several times
with diluted lactic acid. The acidic extracts are combined, washed with ether
and neutralized by alkali. The crude 10-(3'-dimethylaminopropyl)-5,5-
dimethylacridan is isolated by ether extraction and purified by distillation in a
high vacuum. The yield is 6.4 g BP 170°-180°C/0.005mm. nD29 = 1.5990.
43 g of the base I are dissolved in 229 ml of 1 N aqueous d-tartaric acid and
the clear solution so obtained is evaporated to dryness under reduced
pressure. The residue is dissolved in 150 ml of 90% ethanol which solution
after cooling gives the tartaric acid salt of I in white needles. The salt contains
1 mol of tartaric acid per 1 mol of the base. MP 155°-156°C. Easily soluble in
cold water. | [Therapeutic Function]
Antidepressant |
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