518654
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:
Molecular Weight:
239.66
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
245-821-7
Beilstein/REAXYS Number:
747463
MDL number:
Assay:
95%
InChI key
HWIIAAVGRHKSOJ-UHFFFAOYSA-N
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)
SMILES string
COc1cc2nc(Cl)nc(N)c2cc1OC
assay
95%
mp
262-268 °C (dec.) (lit.)
functional group
chloro
Quality Level
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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
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
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