CAS 10563-70-9|Melitracen hydrochloride

Introduction:Basic information about CAS 10563-70-9|Melitracen hydrochloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameMelitracen hydrochloride
CAS Number10563-70-9Molecular Weight327.891
Density1.046 g/cm3Boiling Point399.1ºC at 760 mmHg
Molecular FormulaC21H26ClNMelting Point245-248ºC
MSDS/Flash Point174.4ºC

Names

Name3-(10,10-dimethylanthracen-9-ylidene)-N,N-dimethylpropan-1-amine,hydrochloride
SynonymMore Synonyms

Melitracen hydrochloride BiologicalActivity

DescriptionMelitracen hydrochloride is an orally active biphasic antidepressant and antianxiety agent. Melitracen hydrochloride can inhibit the uptake of Norepinephrine and 5-HT (serotonin) through the presynaptic membrane inducing the increase of monoamine transmitters in synaptic space[1][2].
Related CatalogResearch Areas >>Neurological DiseaseSignaling Pathways >>GPCR/G Protein >>5-HT ReceptorSignaling Pathways >>Neuronal Signaling >>5-HT Receptor
Target

5-HT receptor[1]

In VivoSingle oral administration of either Imipramine or Melitracen produces a marked and long lasting mydriasis in mice. The mydriatic effect of Melitracen is more marked and longer lasting. Melitracen is more effective with respect to behavioral excitement. Single oral administration of Melitracen produces lowering of the catechol amine levels in the brain stem, the cerebral cortex, the spleen, and the adrenals[2]. No significant changes in catecholamine levels of the brain stem, the cerebral cortex, and the spleen were observed in rats receiving daily doses of Melitracen for 13 and 15 weeks. The adrenalin level in the adrenals, however, is slightly decreased[2].
References

[1]. Xiaoqian Zhou , et al. The Efficacy of Flupentixol-Melitracen in the Adjuvant Therapy of Ulcerative Colitis in the Chinese Population: A Meta-Analysis. Gastroenterol Res Pract. 2019 Feb 28;2019:3480732.

[2]. K Shimamoto, et al. Myriatic Effect of 9-(gamma-dimethylamino-propylidene)-10, 10-diemthyl-9, 10-dihydroanthracene Hydrochloride (Melitracen) in Mice and Rats. Acta Sch Med Univ Kioto. 1967 Jul;40(1):38-47.

Chemical & Physical Properties

Density1.046 g/cm3
Boiling Point399.1ºC at 760 mmHg
Melting Point245-248ºC
Molecular FormulaC21H26ClN
Molecular Weight327.891
Flash Point174.4ºC
Exact Mass327.175385
PSA3.24000
LogP5.51130
Vapour Pressure1.4E-06mmHg at 25°C
Index of Refraction1.607
InChIKeyRADLXCPDUXFGFF-UHFFFAOYSA-N
SMILESCN(C)CCC=C1c2ccccc2C(C)(C)c2ccccc21.Cl
Storage conditionRefrigerator

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CB0875000
CHEMICAL NAME :
delta(sup 9(10H)),gamma-Anthracenepropylamine, N,N,10,10-tetramethyl-, hydrochloride
CAS REGISTRY NUMBER :
10563-70-9
LAST UPDATED :
199604
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C21-H25-N.Cl-H
MOLECULAR WEIGHT :
327.93
WISWESSER LINE NOTATION :
L C666 BY IHJ BU3N1&1 I1 I1 &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
170 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,80,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
96 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,80,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
760 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 3,390,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
315 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,80,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
131 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,80,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
275 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 3,390,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
52 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 24,121,1966

Synonyms

3-(10,10-Dimethyl-9(10H)-anthracenylidene)-N,N-dimethyl-1-propanamine Hydrochloride
9,10-Dihydro-10,10-dimethyl-9-(3-dimethylaminopropylidene)anthracene Hydrochloride
U 24973A
EINECS 234-150-5
Thymeol hydrochloride
N,N-Dimethyl-3-(10,10-dimethyl-9(10H)-anthrylidene)propylamine Hydrochloride
3-(10,10-Dimethyl-9(10H)-anthracenylidene)-N,N-dimethyl-1-propanamine hydrochloride (1:1)
9-[3-(Dimethylamino)propylidene]-10,10-dimethyl-9,10-dihydroanthracene Hydrochloride
Dixeran
Melitracene hydrochloride
U-24,973A
MELITRACEN HYDROCHLORIDE
Melitracen HCl
3-(10,10-Dimethylanthracen-9(10H)-ylidene)-N,N-dimethylpropan-1-amine hydrochloride (1:1)
N 7001
Trausabun
N,N,10,10-Tetramethyl-D9(10H),g-anthracenepropylamine Hydrochloride
1-Propanamine, 3-(10,10-dimethyl-9(10H)-anthracenylidene)-N,N-dimethyl-, hydrochloride (1:1)
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