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550868

Sigma-Aldrich

2,4-Dichloro-6,7-dimethoxyquinazoline

97%

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About This Item

Empirical Formula (Hill Notation):
C10H8Cl2N2O2
CAS Number:
27631-29-4
Molecular Weight:
259.09
MDL number:
MFCD00051733
UNSPSC Code:
12352100
PubChem Substance ID:
24879076
NACRES:
NA.22

Assay

97%

mp

175-178 °C (lit.)

functional group

chloro

SMILES string

COc1cc2nc(Cl)nc(Cl)c2cc1OC

InChI

1S/C10H8Cl2N2O2/c1-15-7-3-5-6(4-8(7)16-2)13-10(12)14-9(5)11/h3-4H,1-2H3

InChI key

DGHKCBSVAZXEPP-UHFFFAOYSA-N

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Application

2,4-Dichloro-6,7-dimethoxyquinazoline may be used as a reactant in the preparation of the following potential bioactive compounds:
  • 2-chloro-4,6,7-trimethoxyquinazoline
  • 2-chloro-6,7-dimethoxy-4(3H)-quinazolinone
  • 2,4-diamino-6,7-dimethoxy quinazolines
  • 2-chloro-4-(3-bromoanilino)-6,7-dimethoxyquinazoline

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW4077
MKCW9326
MKCP1235
MKCH8303
MKBS1993V

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A short and unequivocal synthesis of 5-aminotetrazolo[1,5-a]-quinazoline as a tricyclic analogue of 4-(3-bromoanilino)-6,7-dimethoxyquinazoline (PD 153035).
Bencteux E and Houssin R.
Journal of Heterocyclic Chemistry, 34(4), 1375-1378 (1997)
Antihypertensive 2-amino-4 (3H)-quinazolinones.
Hess HJ, et al.
Journal of Medicinal Chemistry, 11(1), 130-136 (1968)
Discovery of a 2, 4-diamino-7-aminoalkoxyquinazoline as a potent and selective inhibitor of histone lysine methyltransferase G9a.
Liu F, et al.
Journal of Medicinal Chemistry, 52(24), 7950-7953 (2009)

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