A building block
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2-Fluorophenylhydrazine (hydrochloride)

Item No. 46310

Technical Information
CAS Number
2924-15-4
Molecular Formula
C6H7FN2 • HCl
Formula Weight
Purity
≥98%
A solid
SMILES
FC1=C(NN)C=CC=C1.Cl
InChi Code
InChI=1S/C6H7FN2.ClH/c7-5-3-1-2-4-6(5)9-8;/h1-4,9H,8H2;1H
InChi Key
VFZYLSYYMHFPSY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    2-Fluorophenylhydrazine is a building block.1,2,3 It has been used in the synthesis of various small molecules, including derivatives of SR141716 (rimonabant; Item No. 9000484), a positive allosteric modulator (PAM) of metabotropic glutamate receptor 5 (mGluR5), and an inhibitor of dipeptidyl peptidase 4 (DPP-4).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Katoch-Rouse, R., Pavlova, O.A., Caulder, T., et al. Synthesis, structure-activity relationship, and evaluation of SR141716 analogues: Development of central cannabinoid receptor ligands with lower lipophilicity. J. Med. Chem. 46(4), 642-645 (2003).

    2. de Paulis, T., Hemstapat, K., Chen, Y., et al. Substituent effects of N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamides on positive allosteric modulation of the metabotropic glutamate-5 receptor in rat cortical astrocytes. J. Med. Chem. 49(11), 3332-3344 (2006).

    3. Yoshida, T., Akahoshi, F., Sakashita, H., et al. Discovery and preclinical profile of teneligliptin (3-[(2S,4S)-4-[4-(3-methyl-1-phenyl-1H-pyrazol-5-yl)piperazin-1-yl]pyrrolidin-2-ylcarbonyl]thiazolidine): A highly potent, selective, long-lasting and orally active dipeptidyl peptidase IV inhibitor for the treatment of type 2 diabetes. Bioorg. Med. Chem. 20(19), 5705-5719 (2012).