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528099

Sigma-Aldrich

8-Amino-6-methoxyquinoline hydrobromide

97%

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About This Item

Empirical Formula (Hill Notation):
C10H10N2O · HBr
CAS Number:
312693-53-1
Molecular Weight:
255.11
MDL number:
MFCD02683506
UNSPSC Code:
12352100
PubChem Substance ID:
24874668
NACRES:
NA.22

Assay

97%

mp

238 °C (dec.) (lit.)

SMILES string

Br.COc1cc(N)c2ncccc2c1

InChI

1S/C10H10N2O.BrH/c1-13-8-5-7-3-2-4-12-10(7)9(11)6-8;/h2-6H,11H2,1H3;1H

InChI key

WGYQQCWLZRGIKB-UHFFFAOYSA-N

General description

8-Amino-6-methoxyquinoline hydrobromide is a quinoline building block.[1] It is formed during the synthesis of α-morpholino-β-(N-8-amino-6-methoxyquinoline)-benzylacetophenone.[2]

Application

8-Amino-6-methoxyquinoline hydrobromide may be used as an amino component in a novel series of bladder-selective diaminocyclobutenedione potassium channel openers.[3] It may also be used for the synthesis of 1-N-(6-methoxy-8-quinoyl)-4′-carboxyl-benzensulfonamide.[4]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
11622AC
07506EC
14101MB
11731AI

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Iris Boll et al.
Bioorganic & medicinal chemistry letters, 16(10), 2781-2785 (2006-02-24)
Two ligand-intercalator-peptide nucleic acid conjugates (L-NADI-PNAs) have been synthesized. Affinity of these conjugates to their complementary DNAs was found to be affected by Zn(2+). The magnitude of this effect could be controlled by a variation of the ligand. Upon binding
a, ?-Diamino Ketones. III. 1 Reaction of 8-Amino-6-methoxyquinoline with a-Bromo-?-aminoketones.
Cromwell NH and Hoeksema H.
Journal of the American Chemical Society, 67(1), 124-125 (1945)
Armer RE, et al.
Bioorganic & Medicinal Chemistry, 9, 2430-2430 (1999)
Butera JA.
Journal of Medicinal Chemistry, 43, 1187-1187 (2000)

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