Quipazine

Modify Date: 2024-01-02 10:37:28

Quipazine Structure
Quipazine structure
Common Name Quipazine
CAS Number 4774-24-7 Molecular Weight 213.278
Density 1.2±0.1 g/cm3 Boiling Point 403.7±25.0 °C at 760 mmHg
Molecular Formula C21H23N3O8 Melting Point 120-122 °C(lit.)
MSDS N/A Flash Point 198.0±23.2 °C

 Use of Quipazine


Quipazine is a 5-HT agonist with a Ki value of 1.4 nM for displaces [3H]GR65630 from 5-HT3R in rat. Quipazine shows antiviral activity against SARS-CoV-2 with an EC50 of 31.64 μM. Quipazine behaves as a 5-HT3R agonist in peripheral models. Quipazine can be used for neurological disease research[1][2][3][4].

 Names

Name Quipazine
Synonym More Synonyms

 Quipazine Biological Activity

Description Quipazine is a 5-HT agonist with a Ki value of 1.4 nM for displaces [3H]GR65630 from 5-HT3R in rat. Quipazine shows antiviral activity against SARS-CoV-2 with an EC50 of 31.64 μM. Quipazine behaves as a 5-HT3R agonist in peripheral models. Quipazine can be used for neurological disease research[1][2][3][4].
Related Catalog
In Vitro Quipazine 对 5-HT1 和 5-HT2 具有结合效能,Ki 值均为 230 nM[3]。 Quipazine 取代大鼠内皮层中 5-HT3R 的 [3H]GR65630,Ki 值为 1.4 nM[3]。 Quipazine 对大鼠迷走神经具有拮抗作用,对 5-HT2,5-HT1 以及抑制 5-HT 释放的 pIC50 值分别为 6.1,6.49 和 6.17[4]。
In Vivo Quipazine (2.5,5 和 7.5 mg/kg,每个剂量各一次;腹腔注射) 影响雄性和雌性大鼠对不同宏量营养素饮食的膳食自我选择[1]。
References

[1]. Mok E, et al. Effect of quipazine, a selective 5-HT3 agonist, on dietary self-selection of different macronutrient diets in male and female rats. Appetite. 2000 Jun;34(3):313-25.  

[2]. Günther S, et al. X-ray screening identifies active site and allosteric inhibitors of SARS-CoV-2 main protease. Science. 2021 May 7;372(6542):642-646.  

[3]. Glennon RA, et al. 5-HT1 and 5-HT2 binding characteristics of some quipazine analogues. J Med Chem. 1986 Nov;29(11):2375-80.  

[4]. Ireland SJ, Tyers MB. Pharmacological characterization of 5-hydroxytryptamine-induced depolarization of the rat isolated vagus nerve. Br J Pharmacol. 1987 Jan;90(1):229-38.  

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 403.7±25.0 °C at 760 mmHg
Melting Point 120-122 °C(lit.)
Molecular Formula C21H23N3O8
Molecular Weight 213.278
Flash Point 198.0±23.2 °C
Exact Mass 213.126602
PSA 177.36000
LogP 1.59
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.629

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VC2513500
CHEMICAL NAME :
Quinoline, 2-(1-piperazinyl)-
CAS REGISTRY NUMBER :
4774-24-7
BEILSTEIN REFERENCE NO. :
0196945
LAST UPDATED :
199712
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C13-H15-N3
MOLECULAR WEIGHT :
213.31
WISWESSER LINE NOTATION :
T66 BNJ C- AT6N DNTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
296 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DDREDK Drug Development Research. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1981- Volume(issue)/page/year: 3,357,1983
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
135 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 28,1394,1985

 Safety Information

RTECS VC2513500

 Synthetic Route

~99%

Quipazine Structure

Quipazine

CAS#:4774-24-7

Literature: Asagarasu, Akira; Matsui, Teruaki; Hayashi, Hiroyuki; Tamaoki, Satoru; Yamauchi, Yukinao; Minato, Kouichi; Sato, Michitaka Journal of Medicinal Chemistry, 2010 , vol. 53, # 21 p. 7549 - 7563

~82%

Quipazine Structure

Quipazine

CAS#:4774-24-7

Literature: Jensen, Jorgen A.; Pedersen, Erik B. Archiv der Pharmazie (Weinheim, Germany), 1987 , vol. 320, # 10 p. 1088 - 1092

~%

Quipazine Structure

Quipazine

CAS#:4774-24-7

Literature: Jensen, Jorgen A.; Pedersen, Erik B. Archiv der Pharmazie (Weinheim, Germany), 1987 , vol. 320, # 10 p. 1088 - 1092

~%

Quipazine Structure

Quipazine

CAS#:4774-24-7

Literature: Vorbrueggen, Helmut; Krolikiewicz, Konrad Chemische Berichte, 1984 , vol. 117, # 4 p. 1523 - 1541

 Synonyms

Quinoline, 2-(1-piperazinyl)-
2-(piperazin-1-yl)quinoline
Quipazine
MFCD00242605
2-(1-Piperazinyl)quinoline
2-piperazin-1-yl-quinoline
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