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518654

Sigma-Aldrich

4-Amino-2-chloro-6,7-dimethoxyquinazoline

95%

Synonym(s):

2-Chloro-6,7-dimethoxy-4-quinazolinamine

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About This Item

Empirical Formula (Hill Notation):
C10H10ClN3O2
CAS Number:
23680-84-4
Molecular Weight:
239.66
Beilstein:
747463
EC Number:
245-821-7
MDL number:
MFCD00051734
UNSPSC Code:
12352100
PubChem Substance ID:
24874035
NACRES:
NA.22

Assay

95%

mp

262-268 °C (dec.) (lit.)

SMILES string

COc1cc2nc(Cl)nc(N)c2cc1OC

InChI

1S/C10H10ClN3O2/c1-15-7-3-5-6(4-8(7)16-2)13-10(11)14-9(5)12/h3-4H,1-2H3,(H2,12,13,14)

InChI key

HWIIAAVGRHKSOJ-UHFFFAOYSA-N

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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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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V A Alabaster et al.
Journal of medicinal chemistry, 30(6), 999-1003 (1987-06-01)
A series of 4-amino-2-(4-carbamoylpiperidino)-6,7-dimethoxyquinazolines (2) were synthesized and evaluated for alpha-adrenoceptor affinity and antihypertensive activity. These compounds displayed high binding affinity (Ki, 10(-9)-10(-10) M) and selectivity for alpha 1-adrenoceptors in vitro, and 12, 14, 21-26, and 29 showed similar potency
S F Campbell et al.
Journal of medicinal chemistry, 30(10), 1794-1798 (1987-10-01)
A series of 4-amino-6,7-dimethoxy-2(4-heterocyclylpiperazin-1-yl)quinazolines (3) was prepared and screened for alpha-adrenoceptor affinity and antihypertensive activity. These quinazoline derivatives showed high binding affinity (ca. 10(-10) M) and selectivity (greater than 10,000) for alpha 1-adrenoceptors in vitro, with no relevant activity at
A Leonardi et al.
Journal of medicinal chemistry, 42(3), 427-437 (1999-02-13)
A new series of novel piperazine and non-piperazine derivatives of 2, 4-diamino-6,7-dimethoxyquinazoline was synthesized and evaluated for binding affinity toward alpha1-adrenergic and other G-protein-coupled aminergic receptors. The alpha1-adrenoceptor (AR) subtype selectivity was also investigated for the most interesting compounds. Only
D Giardinà et al.
Journal of medicinal chemistry, 39(23), 4602-4607 (1996-11-08)
The enantiomers of [4-(4-amino-6, 7-dimethoxyquinazolin-2-yl)-cis-octahydroquinoxalin-1-yl]-fu ran- 2-ylmethanone (cyclazosin, 1) were synthesized from the chiral furan-2-yl(cis-octahydroquinoxalin-1-yl)methanone [(+)-2 and (-)-2], which were obtained by resolution of the racemic amine with (S)-(+)- and (R)-(-)-mandelic acid. The binding profile of the enantiomers of 1

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