Mezilamine

Names

[ Name ]:
Mezilamine

[Synonym ]:
4-Chloro-2-methylamino-5-methylthio-6-(4-methyl-1-piperazinyl)pyrimidine
[4-chloro-6-(4-methyl-piperazin-1-yl)-5-methylsulfanyl-pyrimidin-2-yl]-methyl-amine
N-Methyl-4-chloro-5-(methylthio)-6-(4-methylpiperazino)pyrimidine-2-amine
4-Chloro-N-methyl-6-(4-methylpiperazin-1-yl)-5-(methylthio)pyrimidin-2-amine
2-Methylamino-4-(4-methylpiperazino)-5-methylmercapto-6-chlorpyrimidin

Biological Activity

[Description]:

Mezilamine is a potent antidopaminergic agent. Mezilamine induces a concentration dependent increase in the electrically stimulated overflow of 3H-noradrenaline from rat cortical slices, without affecting the basal overflow. Mezilamine acts as a presynaptic α-adrenoceptor antagonist and a postsynaptic α-adrenoceptor agonist[1].

[Related Catalog]:

Research Areas >> Endocrinology

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

Research Areas >> Neurological Disease

[In Vitro]

Mezilamine (1, 5, 10 μM) 导致 3H 刺激的溢出浓度依赖性增加，而不影响皮质切片的自发流出[1]。

[References]

[1]. G Le Fur, et al. Mezilamine, a new dopamine antagonist, blocks presynaptic but stimulates postsynaptic alpha-adrenoceptors. Eur J Pharmacol. 1979 Oct 15;58(4):359-67.

Chemical & Physical Properties

[ Density]:
1.32g/cm3

[ Boiling Point ]:
440.2ºC at 760 mmHg

[ Molecular Formula ]:
C₁₁H₁₈ClN₅S

[ Molecular Weight ]:
287.81200

[ Flash Point ]:
220ºC

[ Exact Mass ]:
287.09700

[ PSA ]:
69.59000

[ LogP ]:
1.72130

[ Index of Refraction ]:
1.627

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UV8126000

CHEMICAL NAME :: Pyrimidine, 4-chloro-2-(methylamino)-5-(methylthio)-6-(4-methyl-1 -piperazinyl)-

CAS REGISTRY NUMBER :: 50335-55-2

BEILSTEIN REFERENCE NO. :: 0666978

LAST UPDATED :: 199612

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C11-H18-Cl-N5-S

MOLECULAR WEIGHT :: 287.85

WISWESSER LINE NOTATION :: T6N DNTJ A1 D- DT6N CNJ BM1 ES1 FG

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 :: 800 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 2,742,1977

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 21 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 2,742,1977

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 330 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 2,742,1977

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 35 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 2,742,1977

Safety Information

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%