429856
2-Amino-6-fluorobenzonitrile
99%
Synonym(s):
6-Fluoroanthranilonitrile
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About This Item
Linear Formula:
H2NC6H3(F)CN
CAS Number:
Molecular Weight:
136.13
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
99%
assay
99%
mp
125-128 °C (lit.)
functional group
fluoro, nitrile
storage temp.
2-8°C
SMILES string
Nc1cccc(F)c1C#N
InChI
1S/C7H5FN2/c8-6-2-1-3-7(10)5(6)4-9/h1-3H,10H2
InChI key
IQUNZGOZUJITBJ-UHFFFAOYSA-N
General description
2-Amino-6-fluorobenzonitrile can be prepared by treatment of 2,6- difluorobenzonitrile with ammonia, which involves displacement of one of the activated fluorine atoms.
Application
2-Amino-6-fluorobenzonitrile, a medicinal chemistry intermediate, has been employed for the preparation of tacrine-related compounds. It may be used for the synthesis of antifolate and antibacterial quinazoline derivatives.
It may be used for the synthesis bis(4-oxoquinazolin-2-yl)pyridine and fluoro-containing quinazolin-4(1H)-ones. It may be employed for the synthesis of the following novel huprines:
It may be used for the synthesis bis(4-oxoquinazolin-2-yl)pyridine and fluoro-containing quinazolin-4(1H)-ones. It may be employed for the synthesis of the following novel huprines:
- 12-amino-3-chloro-6,7,10,11-tetrahydro-9-isopropyl-7,11-methanocycloocta[b]quinoline hydrochloride
- 9-allyl-12-amino-3-chloro-6,7,10,11-tetrahydro-7,11-methanocycloocta[b]quinoline hydrochloride
- 12-amino-1-fluoro-6,7,10,11-tetrahydro-9-isopropyl-7,11-methanocycloocta[b]quinoline hydrochloride
- 9-allyl-12-amino-1-fluoro-6,7,10,11-tetrahydro-7,11-methanocycloocta[b]quinoline hydrochloride
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Synthesis of 5-and 7-fluoroquinazolin-4 (1H)-ones.
Layeva AA, et al.
Russian Chemical Bulletin, 56(9), 1821-1827 (2007)
European Journal of Medicinal Chemistry, 29, 205-205 (1994)
N V Harris et al.
Journal of medicinal chemistry, 33(1), 434-444 (1990-01-01)
A series of 5-substituted 2,4-diaminoquinazolines (3) has been synthesized and evaluated as inhibitors of the enzyme dihydrofolate reductase (DHFR) from both bacterial and mammalian sources. The best compounds (e.g. 53) show good activity against Escherichia coli DHFR, but there is
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 429856-1G | 04061825770987 |
| 429856-10G | 04061832100036 |