TFP

10-[3-(4-METHYL-PIPERAZIN-1-YL)-PROPYL]-2-TRIFLUOROMETHYL-10H-PHENOTHIAZINE

Created:	1999-07-08
Last modified:	2011-06-04

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7 entries where TFP is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	52
Chiral Atom Count	0
Bond Count	55
Aromatic Bond Count	12

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Chemical Component Summary
Name	10-[3-(4-METHYL-PIPERAZIN-1-YL)-PROPYL]-2-TRIFLUOROMETHYL-10H-PHENOTHIAZINE
Systematic Name (OpenEye OEToolkits)	10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)phenothiazine
Formula	C₂₁ H₂₄ F₃ N₃ S
Molecular Weight	407.496
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	FC(F)(F)c2cc1N(c3c(Sc1cc2)cccc3)CCCN4CCN(C)CC4
SMILES	CACTVS	3.341	CN1CCN(CCCN2c3ccccc3Sc4ccc(cc24)C(F)(F)F)CC1
SMILES	OpenEye OEToolkits	1.5.0	CN1CCN(CC1)CCCN2c3ccccc3Sc4c2cc(cc4)C(F)(F)F
Canonical SMILES	CACTVS	3.341	CN1CCN(CCCN2c3ccccc3Sc4ccc(cc24)C(F)(F)F)CC1
Canonical SMILES	OpenEye OEToolkits	1.5.0	CN1CCN(CC1)CCCN2c3ccccc3Sc4c2cc(cc4)C(F)(F)F
InChI	InChI	1.03	InChI=1S/C21H24F3N3S/c1-25-11-13-26(14-12-25)9-4-10-27-17-5-2-3-6-19(17)28-20-8-7-16(15-18(20)27)21(22,23)24/h2-3,5-8,15H,4,9-14H2,1H3
InChIKey	InChI	1.03	ZEWQUBUPAILYHI-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB00831
Name	Trifluoperazine
Groups	approved investigational
Description	A phenothiazine with actions similar to chlorpromazine. It is used as an antipsychotic and an antiemetic.
Synonyms	Trifluoperazine Trifluperazine Trifluoperazinum Trifluoroperazine trifluoromethyl-10-(3'-(1-methyl-4-piperazinyl)propyl)phenothiazine Trifluoperazina 10-[3-(4-methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)-10H-phenothiazine Trifluoperazine hydrochloride Trifluopérazine
Brand Names	Terfluzine-5 Trifluoperazine 5mg Tablets Novo-trifluzine - Tab 2mg Trifluoperazine Trifluoperazine 10mg Tablets Trifluoperazine Tab 2mg PMS Trifluoperazine Tab 10mg Trifluoperazine Tab 10mg PMS-trifluoperazine HCl Syr 1.18mg/ml Stelabid No 2 Novo-flurazine Tab 20mg PMS Trifluoperazine Tab 20mg PMS Trifluoperazine Tab 2mg PMS Trifluoperazine Tab 1mg Trifluoperazine 2mg Tablets Trifluoperazine Tab 5mg Terfluzine-1 Trifluoperazine Tab 1mg Trifluoperazine Hydrochloride Stelazine Tab 5mg Stelabid No 1 Stelabid Forte Trifluoperazine 1mg Tablets Stelazine Tab 2mg Terfluzine-2 PMS Trifluoperazine Tab 5mg Stelazine Tab 10mg Stelazine Tab 1mg Novo-trifluzine - Tab 10mg PMS Trifluoperazine HCl Syrup 11.8mg/ml Terfluzine Concentrate Terfluzine-10 Novo-trifluzine - Tab 5mg Novo-flurazine Tab 1mg
Indication	For the treatment of anxiety disorders, depressive symptoms secondary to anxiety and agitation.
Categories	Adrenergic alpha-1 Receptor Antagonists Adrenergic alpha-Antagonists Adrenergic Antagonists Agents that produce hypertension Antiemetics Antipsychotic Agents Antipsychotic Agents (First Generation [Typical]) Autonomic Agents Central Nervous System Agents Central Nervous System Depressants Cytochrome P-450 CYP1A2 Substrates Cytochrome P-450 Substrates Dopamine Agents Dopamine Antagonists Dopamine D2 Receptor Antagonists Drugs causing inadvertant photosensitivity Gastrointestinal Agents Heterocyclic Compounds, Fused-Ring Nervous System Neurotoxic agents Neurotransmitter Agents P-glycoprotein inhibitors P-glycoprotein substrates Peripheral Nervous System Agents Phenothiazines Phenothiazines With Piperazine Structure Photosensitizing Agents Psycholeptics Psychotropic Drugs Sulfur Compounds Tranquilizing Agents UGT1A4 substrates
ATC-Code	N05AB06
CAS number	117-89-5

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Dopamine D2 receptor	MDPLNLSWYDDDLERQNWSRPFNGSDGKADRPHYNYYATLLTLLIAVIVF...	unknown	antagonist
Neuron-specific vesicular protein calcyon	MVKLGCSFSGKPGKDPGDQDGAAMDSVPLISPLDISQLQPPLPDQVVIKT...	unknown	antagonist
Alpha-1A adrenergic receptor	MVFLSGNASDSSNCTQPPAPVNISKAILLGVILGGLILFGVLGNILVILS...	unknown	antagonist
Calmodulin	MADQLTEEQIAEFKEAFSLFDKDGDGTITTKELGTVMRSLGQNPTEAELQ...	unknown	inhibitor
Troponin C, slow skeletal and cardiac muscles	MDDIYKAAVEQLTEEQKNEFKAAFDIFVLGAEDGCISTKELGKVMRMLGQ...	unknown
Protein S100-A4	MACPLEKALDVMVSTFHKYSGKEGDKFKLNKSELKELLTRELPSFLGKRT...	unknown	inhibitor
Xanthine dehydrogenase/oxidase	MTADKLVFFVNGRKVVEKNADPETTLLAYLRRKLGLSGTKLGCGEGGCGA...	unknown	modulator
UDP-glucuronosyltransferase 1-4	MARGLQVPLPRLATGLLLLLSVQPWAESGKVLVVPTDGSPWLSMREALRE...	unknown	substrate
Cytochrome P450 1A2	MALSQSVPFSATELLLASAIFCLVFWVLKGLRPRVPKGLKSPPEPWGWPL...	unknown	substrate
P-glycoprotein 1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	inhibitor
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682