Basic information
- CAS
6398-98-7- Standard SMILES
CCN(CC)Cc1cc(Nc2ccnc3cc(Cl)ccc23)ccc1O.Cl.Cl.O.O- InChIKey
YVNAYSHNIILOJS-UHFFFAOYSA-N- Molecular formula
- C20H28Cl3N3O3
- Average molar mass
- 464.8 g/mol
- Monoisotopic mass
- 463.119625
Overview
Amodiaquine Hydrochloride is the hydrochloride salt of amodiaquine, an orally active 4-aminoquinoline derivative with antimalarial and anti-inflammatory properties. Similar in structure and activity to chloroquine, amodiaquine is effective against some chloroquine-resistant strains, particularly Plasmodium falciparum, the most deadly malaria parasite. Although the mechanism of plasmodicidal action has not been fully elucidated, like other quinoline derivatives, amodiaquine likely is able to inhibit heme polymerase activity in the body. This results in accumulation of free heme, which is toxic to the parasites.
Names & identifiers
- Preferred name
- Amodiaquine Hydrochloride
- IUPAC
- 4-[(7-chloroquinolin-4-yl)amino]-2-(diethylaminomethyl)phenol;dihydrate;dihydrochloride
- English name
- Amodiaquin dihydrochloride dihydrate
- Molecular formula
- C20H25Cl2N3O2
- Molecular weight
- 410.34
Names & synonyms
Amodiaquine hydrochlorideAmodiaquine HClAmodiaquini hydrochloridumNSC-755863K6PW2S574LCAMOQUIN HYDROCHLORIDEPhenol, 4-((7-chloro-4-quinolinyl)amino)-2-((diethylamino)methyl)-, dihydrochloride, dihydrateCHEBI:50652DTXSID20219036Camoquin Hcl4-((7-Chloro-4-quinolyl)amino)-alpha-(diethylamino)-o-cresol dihydrochlorideRefChem:54178
Show more names
Amodiaquine HCLrAmodiaquin DihydrateAMODIAQUIN HYDROCHLORIDEDihydrochloride dihydrateAMODIAQUIN DIHYDROCHLORIDEAMODIAQUINE 2HCL DIHYDRATEAmodiaquin diHCl dihydrateAMODIAQUINE DIHYDROCHLORIDE
DTXCID40141527200-706-069-44-3HOE64181MPAmodiaquin dihydrochloride dihydrateAmodiaquin HCl hydrate4-((7-Chloroquinolin-4-yl)amino)-2-((diethylamino)methyl)phenol dihydrochloride dihydrateDTXSID3045568
Database identifiers
Properties
Computed structural properties
- Topological polar surface area
- 50.4 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 6
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 406
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physicochemical properties
- RTECS
- 7300100 · GO7300100
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Soluble in DMSO or methanol
- form
- Solid
- color
- White to Yellow to Orange
- λmax
- 342 nm · 342nm(MeOH)(lit.)
- Merck
- 14 · 14,572
- Stability
- Hygroscopic
- Major Application
- forensics and toxicologypharmaceutical (small molecule)
- InChI
- InChI=1S/C20H22ClN3O.ClH.H2O/c1-3-24(4-2)13-14-11-16(6-8-20(14)25)23-18-9-10-22-19-12-15(21)5-7-17(18)19;;/h5-12,25H,3-4,13H2,1-2H3,(H,22,23);1H;1H2
- InChIKey
- AOFIMJMWPZOPAJ-UHFFFAOYSA-N
- SMILES
- N(C1C=CC(O)=C(CN(CC)CC)C=1)C1=CC=NC2=CC(Cl)=CC=C12.Cl.O
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Other Safety InformationIMAP assessments - Phenol, 4-[(7-chloro-4-quinolinyl)amino]-2-[(diethylamino)methyl]-, dihydrochloride: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 2933492250
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362+P364-P403+P233-P501c
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationAgents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585)
Applications
Usesantimalarial
UsesAn anti-malarial quinoline derivative that acts as an histamine N-methyltransferase inhibitor
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
HubeiwidelychemicaltechnologyCo.,Ltd18627774460 · [email protected]
广州佳途科技股份有限公司81960175-877 18933936954 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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