TC-N 22A

TC-N 22A
Identifiers
	IUPAC name 4,5,6,8-Tetrahydro-N-2-pyridinylpyrazolo[3',4':6,7]cyclohepta[1,2]thiazol-2-amine;
CAS Number	1314140-00-5;
PubChem CID	46836562;
IUPHAR/BPS	6231;
ChemSpider	26612639;
ChEMBL	ChEMBL1830707;
Chemical and physical data
Formula	C14H13N5S
Molar mass	283.35 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C2(SC(NC4=NC=CC=C4)=N3)=C3C1=CNN=C1CCC2;
	InChI InChI=1S/C14H13N5S/c1-2-7-15-12(6-1)17-14-18-13-9-8-16-19-10(9)4-3-5-11(13)20-14/h1-2,6-8H,3-5H2,(H,16,19)(H,15,17,18); Key:DBISXWCOHGUFSF-UHFFFAOYSA-N;

TC-N 22A is an experimental drug that is a positive allosteric modulator for the glutamate receptor mGluR4. It was developed as a potential medication for the treatment of Parkinson's disease, and has also been used as a lead compound for the development of further derivatives.^[1]^[2]^[3]

References

^ Hong SP, Liu KG, Ma G, Sabio M, Uberti MA, Bacolod MD, et al. (July 2011). "Tricyclic thiazolopyrazole derivatives as metabotropic glutamate receptor 4 positive allosteric modulators". Journal of Medicinal Chemistry. 54 (14): 5070–5081. doi:10.1021/jm200290z. PMID 21688779.
^ Rovira X, Malhaire F, Scholler P, Rodrigo J, Gonzalez-Bulnes P, Llebaria A, et al. (January 2015). "Overlapping binding sites drive allosteric agonism and positive cooperativity in type 4 metabotropic glutamate receptors". FASEB Journal. 29 (1): 116–130. doi:10.1096/fj.14-257287. PMID 25342125.
^ Wang J, Shoup T, Qu X, Kang HJ, El Fakhri G, Zhang Z, et al. (2020). "Synthesis and evaluation of a F-18 labeled tricyclic thiazolopyrazole derivative for imaging of metabotropic glutamate receptor 4 (mGluR4)". Journal of Nuclear Medicine. 61 (supplement 1): 1031. ISSN 2159-662X.

[1] Hong SP, Liu KG, Ma G, Sabio M, Uberti MA, Bacolod MD, et al. (July 2011). "Tricyclic thiazolopyrazole derivatives as metabotropic glutamate receptor 4 positive allosteric modulators". Journal of Medicinal Chemistry. 54 (14): 5070–5081. doi:10.1021/jm200290z. PMID 21688779.

[2] Rovira X, Malhaire F, Scholler P, Rodrigo J, Gonzalez-Bulnes P, Llebaria A, et al. (January 2015). "Overlapping binding sites drive allosteric agonism and positive cooperativity in type 4 metabotropic glutamate receptors". FASEB Journal. 29 (1): 116–130. doi:10.1096/fj.14-257287. PMID 25342125.

[3] Wang J, Shoup T, Qu X, Kang HJ, El Fakhri G, Zhang Z, et al. (2020). "Synthesis and evaluation of a F-18 labeled tricyclic thiazolopyrazole derivative for imaging of metabotropic glutamate receptor 4 (mGluR4)". Journal of Nuclear Medicine. 61 (supplement 1): 1031. ISSN 2159-662X.

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