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Dimetacrine

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Name

Dimetacrine

EINECS N/A
CAS No. 4757-55-5 Density 1.015 g/cm3
PSA 6.48000 LogP 4.48070
Solubility N/A Melting Point N/A
Formula C20H26 N2 Boiling Point 406.4oC at 760mmHg
Molecular Weight 294.44 Flash Point 180.4oC
Transport Information N/A Appearance N/A
Safety Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion and subcutaneous routes. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx. Risk Codes N/A
Molecular Structure Molecular Structure of 4757-55-5 (Dimetacrine) Hazard Symbols N/A
Synonyms

Acridan,10-[3-(dimethylamino)propyl]-9,9-dimethyl- (7CI,8CI);10-[3-(Dimethylamino)propyl]-9,9-dimethylacridan; Dimetacrine; Dimetacrino;Dimetacrinum; Dimethacrin; Dimethacrine;N,N,9,9-Tetramethyl-10(9H)-acridinepropanamine; NSC 100297

 

Dimetacrine Chemical Properties

Molecule structure of Dimetacrine (CAS NO.4757-55-5) :

IUPAC Name: 3-(9,9-dimethylacridin-10-yl)-N,N-dimethylpropan-1-amine 
Molecular Weight: 294.43384 g/mol
Molecular Formula: C20H26N2 
Density: 1.015 g/cm3 
Boiling Point: 406.4 °C at 760 mmHg 
Flash Point: 180.4 °C
Index of Refraction: 1.559
Molar Refractivity: 93.62 cm3
Molar Volume: 289.8 cm3
Polarizability: 37.11×10-24 cm3
Surface Tension: 36.7 dyne/cm 
Enthalpy of Vaporization: 65.81 kJ/mol
Vapour Pressure: 8.19E-07 mmHg at 25 °C
XLogP3: 5.4
H-Bond Acceptor: 2
Rotatable Bond Count: 4
Exact Mass: 294.209599
MonoIsotopic Mass: 294.209599
Topological Polar Surface Area: 6.5
Heavy Atom Count: 22 
Complexity: 337
Canonical SMILES: CC1(C2=CC=CC=C2N(C3=CC=CC=C31)CCCN(C)C)C
InChI: InChI=1S/C20H26N2/c1-20(2)16-10-5-7-12-18(16)22(15-9-14-21(3)4)19-13-8-6-11-17(19)20/h5-8,10-13H,9,14-15H2,1-4H3
InChIKey: RYQOGSFEJBUZBX-UHFFFAOYSA-N

Dimetacrine Uses

 Dimetacrine (CAS NO.4757-55-5) is a tricyclic antidepressant (TCA) used in Europe and formerly in Japan for the treatment of depression. It has imipramine-like effects; though, in a double-blind clinical trial against imipramine, dimetacrine was found to have lower efficacy in comparison and produced more weight loss and abnormal liver tests. Little is known about the pharmacology of dimetacrine, but it can be inferred that it acts in a similar manner to other TCAs.

Dimetacrine Toxicity Data With Reference

1.    

orl-rat LD50:1850 mg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 6 (1975),530.
2.    

ipr-rat LD50:181 mg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 6 (1975),530.
3.    

scu-rat LD50:1076 mg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 6 (1975),530.
4.    

orl-mus LD50:1293 mg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 6 (1975),530.
5.    

ipr-mus LD50:206 mg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 6 (1975),530.
6.    

scu-mus LD50:676 mg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 6 (1975),530.
7.    

ivn-mus LD50:39,600 µg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 6 (1975),530.

Dimetacrine Safety Profile

Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion and subcutaneous routes. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.

Dimetacrine Specification

 Dimetacrine (CAS NO.4757-55-5) is also called Dimethacrine ; 10-(3-(Dimethylamino)propyl)-9,9-dimethylacridan ; 5-20-08-00134 (Beilstein Handbook Reference) ; 9,9-Dimethyl-10-(3-(dimethylamino)propyl)acridan ; 9,9-Dimethyl-10-(3-dimethylaminopropyl)-9,10-dihydroacridin [IUPAC] ; BRN 1349663 ; Dimetacrina ; Dimetacrina [DCIT] ; Dimetacrino ; Dimetacrino [INN-Spanish] ; Dimetacrinum ; Dimetacrinum [INN-Latin] ; Dimethacrin ; Dimethacrine ; N,N,9,9-Tetramethyl-10(9H)-acridinepropanamine ; NSC 100297 ; UNII-O341NY501N .

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