1211866-85-1

1211866-85-1 structure

Name: TC-N 1752
Chemical Name: N-(2-Methyl-3-{[4-(4-{[4-(trifluoromethoxy)benzyl]oxy}-1-piperidi nyl)-1,3,5-triazin-2-yl]amino}phenyl)acetamide
CAS Number: 1211866-85-1
Molecular Formula: C₂₅H₂₇F₃N₆O₃
Molecular Weight: 516.52
Catalog: Signaling Pathways Membrane Transporter/Ion Channel Sodium Channel
Create Date: 2017-10-03 13:21:37
Modify Date: 2024-01-22 05:26:27
TC-N 1752 is a potent and orally active inhibitor of Nav1.7, with IC50s of 0.17 μM, 0.3 μM, 0.4 μM, 1.1 μM and 2.2 μM at hNav1.7, hNav1.3, hNav1.4, hNaV1.5 and rNav1.8, respectively. TC-N 1752 also inhibits tetrodotoxin-sensitive sodium channels. TC-N 1752 shows analgesic efficacy in the Formalin model of pain[1][2][3].

Name	N-(2-Methyl-3-{[4-(4-{[4-(trifluoromethoxy)benzyl]oxy}-1-piperidi nyl)-1,3,5-triazin-2-yl]amino}phenyl)acetamide
Synonyms	Cyclohexanamine,N-(2-methyl-2-propenylidene)-,(E) N-(2-methyl-3-(4-(4-(4-(trifluoromethoxy)benzyloxy)piperidin-1-yl)-1,3,5-triazin-2-ylamino)phenyl)acetamide N-(2-methyl-2-propen-1-ylidene)cyclohexylamine Cyclohexanamine,N-(2-methyl-2-propenylidene)

Description	TC-N 1752 is a potent and orally active inhibitor of Nav1.7, with IC50s of 0.17 μM, 0.3 μM, 0.4 μM, 1.1 μM and 2.2 μM at hNav1.7, hNav1.3, hNav1.4, hNaV1.5 and rNav1.8, respectively. TC-N 1752 also inhibits tetrodotoxin-sensitive sodium channels. TC-N 1752 shows analgesic efficacy in the Formalin model of pain[1][2][3].
Related Catalog	Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel Research Areas >> Neurological Disease
Target	hNav1.7:0.17 μM (IC50) hNav1.3:0.3 μM (IC50) hNav1.4:0.4 μM (IC50) hNav1.5:1.1 μM (IC50) hNav1.8:0.1 μM (IC50)
In Vitro	TC-N 1752 (compound 52) state-dependently inhibits Nav1.7, with IC50 of 170 nM on channels that are 20% inactivated and IC50 of 3.6 μM on fully noninactivated channels[1]. TC-N 1752 inhibits hNav1.7, hNav1.8, hNav1.9, rNav1.9, and mNav1.9 with IC50s of 0.2, 0.1, 1.6, 0.5 and 1.4 μM, respectively[2].
In Vivo	TC-N 1752 (compound 52) (3-30 mg/kg; p.o.) dose-dependently shows analgesic effect in the Formalin model[1]. TC-N 1752 (3-30 mg/kg; p.o.) decreases thermal hyperalgesia produced by inflammation[3]. TC-N 1752 (5 mg/mL; 500 μL; i.v.) attenuates complete Freund’s adjuvant (CFA)-induced sensitization of C-fiber nociceptors[3]. Animal Model: Rats were injected intraplantar with Formalin[1] Dosage: 3, 10, 20, 30 mg/kg Administration: Administered p.o. 120 min prior to Formalin Result: Showed analgesic efficacy starting at the dose of 3 mg/kg, with full efficacy at 20 mg/kg dose.
References	[1]. Bregman H, et, al. Identification of a potent, state-dependent inhibitor of Nav1.7 with oral efficacy in the formalin model of persistent pain. J Med Chem. 2011 Jul 14;54(13):4427-45. [2]. Lin Z, et, al. Biophysical and Pharmacological Characterization of Nav1.9 Voltage Dependent Sodium Channels Stably Expressed in HEK-293 Cells. PLoS One. 2016 Aug 24;11(8):e0161450. [3]. Matson DJ, et, al. Inhibition of Inactive States of Tetrodotoxin-Sensitive Sodium Channels Reduces Spontaneous Firing of C-Fiber Nociceptors and Produces Analgesia in Formalin and Complete Freund's Adjuvant Models of Pain. PLoS One. 2015 Sep 17;10(9):e0138140.

Density	1.37±0.1 g/cm3(Predicted)
Molecular Formula	C₂₅H₂₇F₃N₆O₃
Molecular Weight	516.52
Exact Mass	516.21000
PSA	108.22000
LogP	5.10260
Storage condition	2-8°C

1211876-60-6

1211875-20-5

~77%

1211866-85-1

Literature: Bregman, Howard; Berry, Loren; Buchanan, John L.; Chen, April; Du, Bingfan; Feric, Elma; Hierl, Markus; Huang, Liyue; Immke, David; Janosky, Brett; Johnson, Danielle; Li, Xingwen; Ligutti, Joseph; Liu, Dong; Malmberg, Annika; Matson, David; McDermott, Jeff; Miu, Peter; Nguyen, Hanh Nho; Patel, Vinod F.; Waldon, Daniel; Wilenkin, Ben; Zheng, Xiao Mei; Zou, Anruo; McDonough, Stefan I.; Dimauro, Erin F. Journal of Medicinal Chemistry, 2011 , vol. 54, # 13 p. 4427 - 4445

287952-21-0

1211866-85-1

50824-05-0

1211866-85-1

65999-76-0

1211866-85-1

109384-19-2

1211866-85-1

Precursor 6
1211876-60-6 1211875-20-5 287952-21-0 50824-05-0
65999-76-0 109384-19-2
DownStream 0

1211866-85-1	1314140-00-5
4337-75-1	639494-67-0
1005775-56-3	1159996-20-9
1257256-44-2	1422955-31-4
17328-16-4	1146757-96-1
1158522-08-7	940364-43-2
1898056-77-3	134104-43-1
131615-57-1	6906-52-1
930439-75-1	1018584-77-4
1375289-11-4	855457-52-2