4-Amino-7-chloroquinoline - CAS 1198-40-9

Catalog:	BB004666
Product Name:	4-Amino-7-chloroquinoline
CAS:	1198-40-9
Synonyms:	7-chloroquinolin-4-amine

Technical Data

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Computed Properties

IUPAC Name:	7-chloroquinolin-4-amine
Description:	4-Amino-7-chloroquinoline (CAS# 1198-40-9) is an aminoquinoline that complexes ferriprotoporphyrin IX (Fe(III)PPIX) and inhibits its conversion to β-hematin (hemozoin).
Molecular Weight:	178.62
Molecular Formula:	C9H7ClN2
Canonical SMILES:	C1=CC2=C(C=CN=C2C=C1Cl)N
InChI:	InChI=1S/C9H7ClN2/c10-6-1-2-7-8(11)3-4-12-9(7)5-6/h1-5H,(H2,11,12)
InChI Key:	NDRZSRWMMUGOBP-UHFFFAOYSA-N
Boiling Point:	366.8 °C at 760 mmHg
Purity:	95 %
Density:	1.363 g/cm³
Storage:	Keep in dark place, Inert atmosphere, 2-8 °C
MDL:	MFCD00828822
LogP:	3.05160

Publication Number	Title	Priority Date
CN-112225697-A	Preparation method of enantiomer pure chloroquine and chloroquine phosphate	20201016
CN-112266356-A	Asymmetric synthesis method of (S) -chloroquine phosphate	20200925
CN-111635358-A	Preparation method of hydroxychloroquine	20200629
WO-2021204717-A1	Aminoquinolines for treating coronavirus infections	20200406
WO-2021202669-A2	Nucleoside and nucleotide conjugate compounds and uses thereof	20200401

PMID	Publication Date	Title	Journal
24742203	20140522	Second generation steroidal 4-aminoquinolines are potent, dual-target inhibitors of the botulinum neurotoxin serotype A metalloprotease and P. falciparum malaria	Journal of medicinal chemistry
24012713	20131101	Synthesis, characterization, antiparasitic and cytotoxic evaluation of thioureas conjugated to polyamine scaffolds	European journal of medicinal chemistry
23331618	20130501	4-aminoquinoline-triazine-based hybrids with improved in vitro antimalarial activity against CQ-sensitive and CQ-resistant strains of Plasmodium falciparum	Chemical biology & drug design
22901673	20121001	Synthesis and comparison of antiplasmodial activity of (+), (-) and racemic 7-chloro-4-(N-lupinyl)aminoquinoline	Bioorganic & medicinal chemistry
22917857	20121001	Synthesis and antiplasmodial activity of new heteroaryl derivatives of 7-chloro-4-aminoquinoline	Bioorganic & medicinal chemistry

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Related Functional Groups

Quinoline/Isoquinoline

[1936054-65-7]
2,4-Dichloro-3,6-dimethylquinoline
[13676-02-3]
2-Chloro-6-methoxyquinoline
[77156-78-6]
4-Hydroxy-6-methoxyquinoline-3-carboxylic acid ethyl ester
[4965-34-8]
7-Bromo-2-methylquinoline
[27356-52-1]
2-Ethyl-3-methylquinoline
[391-02-6]
Ethyl 4-hydroxy-7-trifluoromethyl-3-quinolinecarboxylate

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GHS Hazard Statement:	H301 (97.5%): Toxic if swallowed [Danger Acute toxicity, oral]
Precautionary Statement:	P264, P270, P280, P301+P310, P305+P351+P338, P321, P330, P337+P313, P405, and P501
Signal Word:	Danger

Complexity:	163
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	178.0297759
Formal Charge:	0
Heavy Atom Count:	12
Hydrogen Bond Acceptor Count:	2
Hydrogen Bond Donor Count:	1
Isotope Atom Count:	0
Monoisotopic Mass:	178.0297759
Rotatable Bond Count:	0
Topological Polar Surface Area:	38.9 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	2.3