Tribendimidine

Tribendimidine
Clinical data
ATC code	none;
Identifiers
	IUPAC name N,N-bis(4-(1-dimethylamino)ethylideneaminophenyl)-1,4; -phenylene dimethylidyneamine;
CAS Number	115103-15-6 ;
PubChem CID	3086564;
ChemSpider	2343161 ;
UNII	YO6SOD6ZTJ;
ChEMBL	ChEMBL427256 ;
CompTox Dashboard (EPA)	DTXSID50894077 ;
Chemical and physical data
Formula	C28H32N6
Molar mass	452.606 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES N(=C/c2ccc(\C=N\c1ccc(/N=C(/N(C)C)C)cc1)cc2)\c3ccc(\N=C(\N(C)C)C)cc3;
	InChI InChI=1S/C28H32N6/c1-21(33(3)4)31-27-15-11-25(12-16-27)29-19-23-7-9-24(10-8-23)20-30-26-13-17-28(18-14-26)32-22(2)34(5)6/h7-20H,1-6H3/b29-19+,30-20+,31-21+,32-22+ ; Key:XOIOGKHKNQYULW-HTNNXBMUSA-N ;
	(verify)

Tribendimidine is a broad-spectrum anthelmintic agent developed in China, at the National Institute of Parasitic Diseases in Shanghai. It is a derivative of amidantel.^[1]

In clinical trials, it was highly effective in treating ankylostomiasis, ascariasis and enterobiasis.^[2] It is also effective against clonorchiasis.^[3] However, animal studies suggest it is ineffective in treating Schistosoma mansoni or Fasciola hepatica disease.^[1] The drug has also performed well in trials against opisthorchiasis, curing about 70% of cases.^[4]

Tribendimidine is manufactured by Shandong Xinhua Pharmaceutical Company Limited in Zibo, Shandong, China. It was approved by the China Food and Drug Administration in 2007.

References

^ ^a ^b Keiser J, Shu-Hua X, Chollet J, Tanner M, Utzinger J (2007). "Evaluation of the in vivo activity of tribendimidine against Schistosoma mansoni, Fasciola hepatica, Clonorchis sinensis, and Opisthorchis viverrini". Antimicrob Agents Chemother. 51 (3): 1096–8. doi:10.1128/AAC.01366-06. PMC 1803157. PMID 17194822. Free full text.
^ Xiao SH, Hui-Ming W, Tanner M, Utzinger J, Chong W (2005). "Tribendimidine: a promising, safe and broad-spectrum anthelmintic agent from China". Acta Trop. 94 (1): 1–14. doi:10.1016/j.actatropica.2005.01.013. PMID 15777691.
^ Zhang, H; Liu, C; Zheng, Q (December 2019). "Development and application of anthelminthic drugs in China". Acta Tropica. 200: 105181. doi:10.1016/j.actatropica.2019.105181. PMID 31542370.
^ "New drug shows promise against Asian liver fluke". 2010-11-24.

[Keiser-1] Keiser J, Shu-Hua X, Chollet J, Tanner M, Utzinger J (2007). "Evaluation of the in vivo activity of tribendimidine against Schistosoma mansoni, Fasciola hepatica, Clonorchis sinensis, and Opisthorchis viverrini". Antimicrob Agents Chemother. 51 (3): 1096–8. doi:10.1128/AAC.01366-06. PMC 1803157. PMID 17194822. Free full text.

[2] Xiao SH, Hui-Ming W, Tanner M, Utzinger J, Chong W (2005). "Tribendimidine: a promising, safe and broad-spectrum anthelmintic agent from China". Acta Trop. 94 (1): 1–14. doi:10.1016/j.actatropica.2005.01.013. PMID 15777691.

[Zhang2019-3] Zhang, H; Liu, C; Zheng, Q (December 2019). "Development and application of anthelminthic drugs in China". Acta Tropica. 200: 105181. doi:10.1016/j.actatropica.2019.105181. PMID 31542370.

[4] "New drug shows promise against Asian liver fluke". 2010-11-24.

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Clinical data

ATC code	none
Identifiers
IUPAC name N,N-bis(4-(1-dimethylamino)ethylideneaminophenyl)-1,4 -phenylene dimethylidyneamine
CAS Number	115103-15-6
PubChem CID	3086564
ChemSpider	2343161
UNII	YO6SOD6ZTJ
ChEMBL	ChEMBL427256
CompTox Dashboard (EPA)	DTXSID50894077
Chemical and physical data
Formula	C₂₈H₃₂N₆
Molar mass	452.606 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES N(=C/c2ccc(\C=N\c1ccc(/N=C(/N(C)C)C)cc1)cc2)\c3ccc(\N=C(\N(C)C)C)cc3
InChI InChI=1S/C28H32N6/c1-21(33(3)4)31-27-15-11-25(12-16-27)29-19-23-7-9-24(10-8-23)20-30-26-13-17-28(18-14-26)32-22(2)34(5)6/h7-20H,1-6H3/b29-19+,30-20+,31-21+,32-22+ Key:XOIOGKHKNQYULW-HTNNXBMUSA-N
(verify)