CAS Number4213-45-0
SynonymsQuinacrine mustard dihydrochloride; N1,N1-bis(2-chloroethyl)-N4-(6-chloro-2-methoxyacridin-9-yl)pentane-1,4-diamine dihydrochloride; EINECS 224-140-9; quinacrine mustard; Atabrine mustard dihydrochloride; ICR 10; 3-chloro-7-methoxy-9-(1-methyl-4-(N,N-bis(2-chloroethyl)amino)butylamino)acridine dihydrochloride; 1-N,1-N-bis(2-chloroethyl)-4-N-(6-chloro-2-methoxyacridin-9-yl)pentane-1,4-diamine,dihydrochloride; Mepacrine mustard dihydrochloride
Molecular FormulaC23H30Cl5N3O
Molecular Weight541.77
Purity85%
Density1.271g/cm3
Boiling Point574.1ºC at 760 mmHg
Melting Point150 °C
Appearanceyellow powder
EINECS224-140-9
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 4213-45-0 |
| Catalog No. | 2A-1185251 |
| Chinese Name | 喹吖啶芥酸盐酸盐 |
| Synonyms | Quinacrine mustard dihydrochloride; N1,N1-bis(2-chloroethyl)-N4-(6-chloro-2-methoxyacridin-9-yl)pentane-1,4-diamine dihydrochloride; EINECS 224-140-9; quinacrine mustard; Atabrine mustard dihydrochloride; ICR 10; 3-chloro-7-methoxy-9-(1-methyl-4-(N,N-bis(2-chloroethyl)amino)butylamino)acridine dihydrochloride; 1-N,1-N-bis(2-chloroethyl)-4-N-(6-chloro-2-methoxyacridin-9-yl)pentane-1,4-diamine,dihydrochloride; Mepacrine mustard dihydrochloride |
| Molecular Formula | C23H30Cl5N3O |
| Molecular Weight | 541.77 |
| Purity | 85 |
| Density | 1.271g/cm3 |
| Boiling Point | 574.1ºC at 760 mmHg |
| Melting Point | 150 °C |
| Appearance | yellow powder |
| Storage Condition | -20°C, dry, inert gas |
| Packaging | III |
| Application | Quinacridine hydrochloride is a fluorescent pigment. Quinacridine hydrochloride as a polycyclic aromatic agent can act as a mutagen to induce bacterial mutations. Quinacridine hydrochloride induces ce |
| EINECS | 224-140-9 |
| PubChem ID | 24899329 |
| MDL Number | MFCD00043254 |
| SMILES | COc1ccc2nc3cc(Cl)ccc3c(NC(C)CCCN(CCCl)CCCl)c2c1.Cl.Cl |
| InChI | InChI=1S/C23H28Cl3N3O.2ClH/c1-16(4-3-11-29(12-9-24)13-10-25)27-23-19-7-5-17(26)14-22(19)28-21-8-6-18(30-2)15-20(21)23;;/h5-8,14-16H,3-4,9-13H2,1-2H3,(H,27,28);2*1H |
| InChI Key | JETDZFFCRPFPDH-UHFFFAOYSA-N |
| Beilstein/REAXYS | 3819822 |
| NACRES Code | NA.32 |
| UNSPSC | 12352101 |
| Hazard Symbols | 6.1(b) |
| Bioactivity | Quinacrine mustard dihydrochloride is a fluorochrome. Quinacrine mustard dihydrochloride as a polycyclic aromatic agent can be used as mutagenic agent induces the mutants of bacteria. Quinacrine mustard dihydrochloride induces cell cycle arrest at G2/M-phase. Quinacrine mustard dihydrochloride has the potential for the research of plant, animal, or human chromosomes[1][2][3]. Related Catalog Research Areas >> Others Signaling Pathways >> Others >> Others In Vitro Quinacrine mustard dihydrochloride (5 µg/ml) can be used for the DNA strain of plant, animal, or human chromosomes[1]. Quinacrine mustard dihydrochloride (28 µM) increases the number ofmutants that appeared after an exposure of bacteria[2]. quinacrine mustard dihydrochloride (0.2 µM; 4h) induces cell cycle arrest at G2+M-phase in HL-60 cells[3]. Caffeine (5 mM) prevents the cytotoxic action of quinacrine mustard dihydrochloride (0.2 µM; 4h) in HL-60 cells[3]. Cell Cycle Analysis[3] Cell Line: HL-60 cells Concentration: 0.2 µM Incubation Time: 4 h Result: Induced cell cycle arrest at G2+M-phase with the accumulation of cells in this compartment by 50%. References [1]. Caspersson T, et al. Fluorescent labeling of chromosomal DNA: superiority of quinacrine mustard to quinacrine. Science. 1970 Nov 13;170(3959):762. [2]. Piosik J, et al. Alleviation of mutagenic effects of polycyclic aromatic agents (quinacrine mustard, ICR-191 and ICR-170) by caffeine and pentoxifylline. Mutat Res. 2003 Sep 29;530(1-2):47-57. [3]. Kapuscinski J, et al. The modulation of the DNA-damaging effect of polycyclic aromatic agents by xanthines. Part I. Reduction of cytostatic effects of quinacrine mustard by caffeine. Biochem Pharmacol. 2002 Feb 15;63(4):625-34. Chemical & Physical Properties Density 1.271g/cm3 Boiling Point 574.1ºC at 760 mmHg Melting Point 150 °C Molecular Formula C23H30Cl5N3O Molecular Weight 541.76900 Flash Point 301ºC Exact Mass 539.08300 PSA 37.39000 LogP 8.08720 Index of Refraction 1.632 InChIKey JETDZFFCRPFPDH-UHFFFAOYSA-N SMILES COc1ccc2nc3cc(Cl)ccc3c(NC(C)CCCN(CCCl)CCCl)c2c1.Cl.Cl |
| Use of | Properties Articles25 Name quinacrine mustard dihydrochloride Synonym More Synonyms Quinacrine mustard dihydrochloride Biological Activity Related Catalog Research Areas >> Others Signaling Pathways >> Others >> Others References [1]. Caspersson T, et al. Fluorescent labeling of chromosomal DNA: superiority of quinacrine mustard to quinacrine. Science. 1970 Nov 13;170(3959):762. [2]. Piosik J, et al. Alleviation of mutagenic effects of polycyclic aromatic agents (quinacrine mustard, ICR-191 and ICR-170) by caffeine and pentoxifylline. Mutat Res. 2003 Sep 29;530(1-2):47-57. [3]. Kapuscinski J, et al. The modulation of the DNA-damaging effect of polycyclic aromatic agents by xanthines. Part I. Reduction of cytostatic effects of quinacrine mustard by caffeine. Biochem Pharmacol. 2002 Feb 15;63(4):625-34. Chemical & Physical Properties Exact Mass 539.08300 PSA 37.39000 LogP 8.08720 Index of Refraction 1.632 InChIKey JETDZFFCRPFPDH-UHFFFAOYSA-N |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 United Nations shipping name European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (N1,N1-Bis(2-chloroethyl)-n4-(6-chloro-2-methoxyacridin- 9-yl)pentane-1,4-diamine dihydrochloride) IMDG: TOXIC SOLID, ORGANIC, N.O.S. (N1,N1-Bis(2-chloroethyl)-n4-(6-chloro-2-methoxyacridin- 9-yl)pentane-1,4-diamine dihydrochloride) International air transport hazard regulations: Toxic solid, organic, n.o.s. (N1,N1-Bis(2-chloroethyl)-n4-(6-chloro-2-methoxyacridin-9- yl)pentane-1,4-diamine dihydrochloride) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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