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83-89-6

83-89-6 structure
83-89-6 structure
  • Name: Quinacrine Dihydrochloride Dihydrate
  • Chemical Name: quinacrine
  • CAS Number: 83-89-6
  • Molecular Formula: C23H30ClN3O
  • Molecular Weight: 399.96
  • Catalog: Chemical reagent Organic reagent Ester Methyl ester compound
  • Create Date: 2018-04-13 08:00:00
  • Modify Date: 2024-01-09 08:48:21
  • Quinacrine (Acriquine) is an antimalarial and anti-cancer agent. Quinacrine also inhibits human aldehyde oxidase (IC50: 3.3 μM). Quinacrine has affinity for nucleic acids, and stains DNA and RNA in fixed cells (Ex/Em: 436/525 nm)[1][2][3][4][7].
Name quinacrine
Synonyms Quinacrine Dihydrochloride Dihydrate
2-methoxy-6-chloro-9-(1-methyl-4-diethylaminobutylamino)-acridine
2-methoxy-6-(trifluoromethyl)nicotinic acid
2-METHOXY-6-(TRIFLUOROMETHYL)-3-PYRIDINECARBOXYLIC ACID
Description Quinacrine (Acriquine) is an antimalarial and anti-cancer agent. Quinacrine also inhibits human aldehyde oxidase (IC50: 3.3 μM). Quinacrine has affinity for nucleic acids, and stains DNA and RNA in fixed cells (Ex/Em: 436/525 nm)[1][2][3][4][7].
Related Catalog
In Vitro Quinacrine 抑制人和兔醛氧化酶，IC50 分别为 3.3 μM 和 10 μM[2]。 Quinacrine 阻断电压依赖性钠通道 (IC50: 3.3 μM)[3]。 Quinacrine (100 μM) 也是一种 PLA2 抑制剂[4]。 Quinacrine (0-20 μM, 24 h) 抑制 SGC-7901 细胞的生长，并诱导细胞凋亡[7]。 Cell Viability AssayQuinacrine 抑制人和兔醛氧化酶，IC50 分别为 3.3 μM 和 10 μM[2]。 Cell Line: SGC-7901 cell Concentration: 0, 5, 10, 15, 20 μM Incubation Time: 24 h Result: Inhibited cell growth with an IC50 value of 16.18 μM.
In Vivo Quinacrine (3-30 mg/kg，i.p.，每日一次，连续三天) 对甘油诱导的大鼠急性肾损伤具有保护作用[5]。 Quinacrine (2.5-10 mg/kg，i.p.，每天一次，连续八周) 对环孢菌素引起的大鼠肾毒性具有保护作用[6]。 Animal Model: Acute kidney injury rat model[5] Dosage: 3-30 mg/kg Administration: i.p. Result: Attenuated glycerol induced structural and functional changes in kidney.
References

[1]. Vogtherr M, et al. Antimalarial drug quinacrine binds to C-terminal helix of cellular prion protein. J Med Chem. 2003 Aug 14;46(17):3563-4.  

[2]. Pryde DC, et al. Aldehyde oxidase: an enzyme of emerging importance in drug discovery. J Med Chem. 2010 Dec 23;53(24):8441-60.  

[3]. McNeal ET, et al. [3H]Batrachotoxinin A 20 alpha-benzoate binding to voltage-sensitive sodium channels: a rapid and quantitative assay for local anesthetic activity in a variety of drugs. J Med Chem. 1985 Mar;28(3):381-8.  

[4]. Caro AA,et al. Role of phospholipase A2 activation and calcium in CYP2E1-dependent toxicity in HepG2 cells. J Biol Chem. 2003 Sep 5;278(36):33866-77.  

[5]. Al Asmari AK, et al. Protective effect of quinacrine against glycerol-induced acute kidney injury in rats. BMC Nephrol. 2017 Jan 28;18(1):41.  

[6]. al Khader A, et al. Quinacrine attenuates cyclosporine-induced nephrotoxicity in rats. Transplantation. 1996 Aug 27;62(4):427-35.  

[7]. Wu X, et al. Quinacrine Inhibits Cell Growth and Induces Apoptosis in Human Gastric Cancer Cell Line SGC-7901. Curr Ther Res Clin Exp. 2012 Feb;73(1-2):52-64.  

Density 1.156 g/cm3
Boiling Point 557.1ºC at 760 mmHg
Melting Point 247-250ºC
Molecular Formula C23H30ClN3O
Molecular Weight 399.96
Flash Point 290.7ºC
Exact Mass 399.20800
PSA 37.39000
LogP 6.04540

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AR7700000
CHEMICAL NAME :
Acridine, 6-chloro-9-((4-(diethylamino)-1-methylbutyl)amino)-2- methoxy-
CAS REGISTRY NUMBER :
83-89-6
LAST UPDATED :
199710
DATA ITEMS CITED :
26
MOLECULAR FORMULA :
C23-H30-Cl-N3-O
MOLECULAR WEIGHT :
400.01
WISWESSER LINE NOTATION :
T C666 BNJ EG IMY1&3N2&2 LO1

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 :
1320 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
239 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
10 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
75 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
8 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - chicken
DOSE/DURATION :
714 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - coma Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intrauterine
DOSE :
13600 ug/kg
SEX/DURATION :
female 1 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Maternal Effects - uterus, cervix, vagina
TYPE OF TEST :
Specific locus test

MUTATION DATA

TYPE OF TEST :
Unscheduled DNA synthesis
TEST SYSTEM :
Mammal - species unspecified Lymphocyte
DOSE/DURATION :
1 umol/L
REFERENCE :
CBINA8 Chemico-Biological Interactions. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1969- Volume(issue)/page/year: 8,113,1974 *** REVIEWS *** TOXICOLOGY REVIEW 32XPAD "Teratology," Berry, C.L., and D.E. Poswillo, eds., New York, Springer, 1975 Volume(issue)/page/year: -,49,1975 TOXICOLOGY REVIEW ARVPAX Annual Review of Pharmacology. (Palo Alto, CA) V.1-15, 1961-75. For publisher information, see ARPTDI. Volume(issue)/page/year: 5,447,1965
Hazard Codes Xn: Harmful;
Risk Phrases R36/37/38

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title: CAS No. 83-89-6 | Chemsrc address: https://www.chemsrc.com/en/baike/346273.html

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