4-Aminoquinoline

4-Aminoquinoline
Names


IUPAC name Quinolin-4-amine
Identifiers
CAS Number	578-68-7^N
3D model (Jmol)	Interactive image
ChEMBL	ChEMBL58146^Y
ChemSpider	61751^Y
ECHA InfoCard	100.167.771
PubChem	68476
UNII	GTE5P5L97N^Y
InChI InChI=1S/C9H8N2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H,(H2,10,11)^Y Key: FQYRLEXKXQRZDH-UHFFFAOYSA-N^Y InChI=1S/C9H8N2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H,(H2,10,11)
SMILES n1ccc(c2ccccc12)N
Properties
Chemical formula	C₉H₈N₂
Molar mass	144.18 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

4-Aminoquinoline is a form of aminoquinoline with the amino group at the 4-position of the quinoline.

A variety of derivatives of 4-aminoquinoline are antimalarial agents useful in treating erythrocytic plasmodial infections. Examples include amodiaquine, chloroquine, and hydroxychloroquine.^[1]

References

Bourne SA, De Villiers K, Egan TJ (2006). "Three 4-aminoquinolines of antimalarial interest". Acta Crystallogr C. 62 (Pt 2): o53–7. doi:10.1107/S0108270105041235. PMID 16456284.

Cryptosporidiosis	thiazolides (nitazoxanide)

Isosporiasis	trimethoprim/sulfamethoxazole^#

Toxoplasmosis	pyrimethamine sulfadiazine

Individual
agents

Aminoquinolines	(4-): amodiaquine^# chloroquine^# hydroxychloroquine^# (8-): primaquine^# pamaquine^‡ tafenoquine^†

4-Methanolquinolines	mefloquine^# quinine^# quinidine

Other	lumefantrine + artemether^# halofantrine

DHFR inhibitors	pyrimethamine biguanides chlorproguanil proguanil^#

Sulfonamides	sulfadoxine sulfalene

Co-formulation	sulfadoxine/pyrimethamine (SP)^#

Other

Combi-
nations

Fixed-dose (co-formulated) ACTs	artemether/lumefantrine^# arterolane/piperaquine artesunate/amodiaquine (ASAQ) artesunate/mefloquine (ASMQ) artesunate/pyronaridine dihydroartemisinin/piperaquine

Other combinations (not co-formulated)	artesunate/mefloquine artesunate/SP quinine/clindamycin quinine/doxycycline quinine/tetracycline

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