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QUINACRINE DIHYDROCHLORIDE structure, CAS 69-05-6

QUINACRINE DIHYDROCHLORIDE

CAS Number69-05-6

SynonymsAtebrin hydrochloride; 866 R.P.; Chemiochin; Acrichine; Mepacrine dihydrochloride; MFCD00012659; Chinacrin hydrochloride; Mecryl; Erion; Pentilen; N-(6-Chloro-2-methoxy-9-acridinyl)-N,N-diethyl-1,4-pentanediamine dihydrochloride dihydrate; QUINACRINE DIHYDROCHLORIDE; Palusan; 1,4-Pentanediamine, N-(6-chloro-2-methoxy-9-acridinyl)-N,N-diethyl-, hydrochloride, hydrate (1:2:2); Crinodora; Akrichin; Italchin; Metochin; Metoquine; Palacrin; 69-05-6 {Anhydrous}; EINECS 200-700-8; 1,4-Pentanediamine,N4-(6-chloro-2-methoxy-9-acridinyl)-N1,N1-diethyl-, hydrochloride (1:2); Acriquine; Malaricida; Quinacrine (dihydrochloride)

Molecular FormulaC23H32Cl3N3O

Molecular Weight472.88

Purity97%

Density1.2962 (rough estimate)

Boiling Point

Melting Pointca. 248 - 250ºC (decomposes)

Flash Point

AppearanceYellow crystal or powder

EINECS

MSDSChineseEnglish

Symboltransportation

Signal WordWarning

Cat. No.: 2A-1169280 Purity: 97%
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Quality Control of [ 69-05-6 ] Purity: 97% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number69-05-6
Catalog No.2A-1169280
Chinese Name喹吖因二盐酸
SynonymsAtebrin hydrochloride; 866 R.P.; Chemiochin; Acrichine; Mepacrine dihydrochloride; MFCD00012659; Chinacrin hydrochloride; Mecryl; Erion; Pentilen; N-(6-Chloro-2-methoxy-9-acridinyl)-N,N-diethyl-1,4-pentanediamine dihydrochloride dihydrate; QUINACRINE DIHYDROCHLORIDE; Palusan; 1,4-Pentanediamine, N-(6-chloro-2-methoxy-9-acridinyl)-N,N-diethyl-, hydrochloride, hydrate (1:2:2); Crinodora; Akrichin; Italchin; Metochin; Metoquine; Palacrin; 69-05-6 {Anhydrous}; EINECS 200-700-8; 1,4-Pentanediamine,N4-(6-chloro-2-methoxy-9-acridinyl)-N1,N1-diethyl-, hydrochloride (1:2); Acriquine; Malaricida; Quinacrine (dihydrochloride)
Molecular FormulaC23H32Cl3N3O
Molecular Weight472.88
Purity97
Density1.2962 (rough estimate)
Melting Pointca. 248 - 250ºC (decomposes)
AppearanceYellow crystal or powder
Storage ConditionThis product should be sealed, dry and protected f
ApplicationQuinacrine is a fluorescent probe that causes conformational changes in cholinergic receptor proteins and is active on AML cells at low μM levels, with an average IC50 of 2.30 μM.
PubChem ID8149514
SMILESCCN(CC)CCCC(C)Nc1c2ccc(Cl)cc2nc2ccc(OC)cc12.Cl.Cl
InChIInChI=1S/C23H30ClN3O.2ClH/c1-5-27(6-2)13-7-8-16(3)25-23-19-11-9-17(24)14-22(19)26-21-12-10-18(28-4)15-20(21)23;;/h9-12,14-16H,5-8,13H2,1-4H3,(H,25,26);2*1H
InChI KeyUDKVBVICMUEIKS-UHFFFAOYSA-N
Hazard Symbolstransportation
BioactivityQuinacrine is a fluorescent probe for the conformational transitions of the cholinergic receptor protein. Quinacrine shows activity in the low μM range with a mean IC50 of 2.30 μM In the patient AML cells.IC50 value: 2.30 μM (for AML cells)Target:in vitro: Quinacrine is a fluorescent probe for the conformational transitions of the cholinergic receptor protein in its membrane-bound state.[1] In the patient AML samples, Quinacrine showed activity in the low μM range with a mean IC50 of 2.30 μM, statistically significantly lower than that of normal PBMCs; 3.54 μM (P=0.0327; Student's t-test). Samples from patients with chronic lymphocytic, acute myeloid and lymphocytic leukemias as well as peripheral blood mononuclear cells (PBMC) were tested in response to 1266 compounds from the LOPAC1280 library. 25 compounds were defined as hits with activity in all leukemia subgroups (<50% cell survival compared with control) at 10 μM drug concentration. Only Quinacrine showed concurrent high activity in all leukemia subgroups and low activity in normal PBMCs and was, therefore, selected for further preclinical evaluation. Quinacrine also induced early inhibition of both DNA and protein synthesis. Quinacrine have repositioning potential for treatment of acute myeloid leukemia by targeting of ribosomal biogenesis.[2] Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Autophagy >> Mitophagy Signaling Pathways >> Metabolic Enzyme/Protease >> Phospholipase Research Areas >> Cancer References [1]. Grünhagen HH, et al. Studies on the electrogenic action of acetylcholine with Torpedo marmorata electric organ. IV. Quinacrine: a fluorescent probe for the conformational transitions of the cholinergic receptor protein in its membrane-bound state. J Mol Biol. 1976 Sep 25;106(3):497-516. [2]. Eriksson A, et al. Drug screen in patient cells suggests quinacrine to be repositioned for treatment of acute myeloid leukemia.Blood Cancer J. 2015 Apr 17;5:e307. Chemical & Physical Properties Density 1.2962 (rough estimate) Melting Point ca. 248 - 250ºC (decomposes) Molecular Formula C23H32Cl3N3O Molecular Weight 472.88 PSA 37.39000 LogP 6.84740 Index of Refraction 1.6300 (estimate) InChIKey UDKVBVICMUEIKS-UHFFFAOYSA-N SMILES CCN(CC)CCCC(C)Nc1c2ccc(Cl)cc2nc2ccc(OC)cc12.Cl.Cl
Use ofProperties Articles44 Name Quinacrine Dihydrochloride Hydrate Synonym More Synonyms Quinacrine (dihydrochloride) Biological Activity Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Autophagy >> Mitophagy Signaling Pathways >> Metabolic Enzyme/Protease >> Phospholipase Research Areas >> Cancer References [1]. Grünhagen HH, et al. Studies on the electrogenic action of acetylcholine with Torpedo marmorata electric organ. IV. Quinacrine: a fluorescent probe for the conformational transitions of the cholinergic receptor protein in its membrane-bound state. J Mol Biol. 1976 Sep 25;106(3):497-516. [2]. Eriksson A, et al. Drug screen in patient cells suggests quinacrine to be repositioned for treatment of acute myeloid leukemia.Blood Cancer J. 2015 Apr 17;5:e307. Chemical & Physical Properties PSA 37.39000 LogP 6.84740 Index of Refraction 1.6300 (estimate) InChIKey UDKVBVICMUEIKS-UHFFFAOYSA-N
Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 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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