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533917 Choline Transporter Inhibitor II, ML352 - CAS 1649450-12-3 - Calbiochem

A moderately brain permeant, non-choline based highly selective and potent inhibitor of high-affinity choline transporter (CHT; Ki = 92 nM in hCHT-LV-AA transfected HEK293 cells).

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: N-((3-Isopropylisoxazol-5-yl)methyl)-4-methoxy-3-((1-methylpiperidin-4-yl)oxy)benzamide, 4-Methoxy-3-(1-methylpiperidin-4-yl)oxy-N-((3-propan-2-yl-1,2-oxazol-5-yl)methyl)benzamide, CHT Inhibitor II, VU0476328

Primary Target: CHT
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Overview

Replacement Information

Key Specifications Table

CAS #Empirical Formula
1649450-12-3C₂₁H₂₉N₃O₄

Products

Catalog NumberPackaging Qty/Pack
5.33917.0001 Glass bottle 10 mg
Description
OverviewA moderately brain permeant, non-choline based isoxazolylbenzamide compound that acts as a highly selective and potent inhibitor of high-affinity choline transporter (CHT; Ki = 92 nM in hCHT-LV-AA transfected HEK293 cells and 166 nM in mouse brain synaptosomes). The inhibition appears to be allosteric and noncompetitive. Does not affect the activity of acetylcholinesterase or cholineacetyltransferase and has no activity against dopamine, serotonin, and norepinephrine transporters. Also does not affect CHT protein expression. Exhibits high selectivity when tested against 68 GPCRs, ion channels, and transporters (IC50 > 10 µM). Displays moderate pharmacokinetic properties (t1/2= 33 min, AUC = 77.5 ng/h/ml; Cmax = 32.6 ng/ml, at 2.3 mg/kg, p.o. in Sprague-Dawley rats) and attractive solubility (98.2 µM in PBS). Does not affect the activity of cytochrome P450 and hERG (IC50 > 30 µM).
Catalogue Number533917
Brand Family Calbiochem®
SynonymsN-((3-Isopropylisoxazol-5-yl)methyl)-4-methoxy-3-((1-methylpiperidin-4-yl)oxy)benzamide, 4-Methoxy-3-(1-methylpiperidin-4-yl)oxy-N-((3-propan-2-yl-1,2-oxazol-5-yl)methyl)benzamide, CHT Inhibitor II, VU0476328
DescriptionCholine Transporter Inhibitor II, ML352
References
ReferencesEnnis, E.A., et al. ACS Chem. Neurosci. 6, In press.
Product Information
CAS number1649450-12-3
FormBrown solid
Hill FormulaC₂₁H₂₉N₃O₄
Chemical formulaC₂₁H₂₉N₃O₄
ReversibleY
Quality LevelMQ100
Applications
Biological Information
Primary TargetCHT
Purity≥97% by HPLC
Physicochemical Information
Cell permeableY
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Safety Information
Product Usage Statements
Storage and Shipping Information
Ship Code Ambient Temperature Only
Toxicity Standard Handling
Storage +2°C to +8°C
Protect from Light Protect from light
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalog Number GTIN
5.33917.0001 04055977281576

Documentation

Choline Transporter Inhibitor II, ML352 - CAS 1649450-12-3 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

References

Reference overview
Ennis, E.A., et al. ACS Chem. Neurosci. 6, In press.
Data Sheet

Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

Revision09-September-2016 JSW
SynonymsN-((3-Isopropylisoxazol-5-yl)methyl)-4-methoxy-3-((1-methylpiperidin-4-yl)oxy)benzamide, 4-Methoxy-3-(1-methylpiperidin-4-yl)oxy-N-((3-propan-2-yl-1,2-oxazol-5-yl)methyl)benzamide, CHT Inhibitor II, VU0476328
DescriptionA cell-permeable pyridinylpropanylthiophene-carboxamide compound that exhibits selective affinity toward MT/microtubule-bound KIFC1 motor domain (Q305-K673; Kd = 690 nM), but not to uncomplexed KIFC1 or MT, and selectively inhibits MT-induced, but not basal, KIFC1 motor domain ATPase activity (IC50 = 300 nM; [KIFC1] = 30 nM, [MT] = 100 nM, [ATP] = 15 µM) in an ATP-competitive (Ki = 43 nM; [KIFC1] = 125 nM, [MT] = 1.5 µM) and MT-noncompetitive manner, effectively preventing ADP release, while displaying little potency against 9 other kinesin motor proteins (<15% or no inhibition at 5 µM against human CENP-E, Chromokinesin/KIF4A, Eg5, KIFC3, KIF3C, KInesin Heavy Chain/KIF5B, MCAK/KIF2C, MKLP1/KIF23, and A. nidulans BimC/KIF8). KIFC1 knockdown by siRNA or functional inhibition by AZ82 (0.4 to 1.2 µM) is shown to result in mitotic delay and multipolar spindle formation among BT549 population with extra centrosomes due to failure of chromosomes clustering. In cells with normal/two centrosomes, Eg5 inhibition causes monopolar spindles formation, while AZ82 co-treatment (400 nM) offsets the effect of Eg5 inhibition (5 nM AZD4877) and restores bipolar spindles phenotype in mitotic HeLa cells. Off-target cytotoxicity is reported when used at concentrations above 4 µM.
FormBrown solid
Intert gas (Yes/No) Packaged under inert gas
CAS number1649450-12-3
Chemical formulaC₂₁H₂₉N₃O₄
Purity≥97% by HPLC
SolubilityDMSO (50 mg/ml)
Storage Protect from light
+2°C to +8°C
Do Not Freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Toxicity Standard Handling
ReferencesEnnis, E.A., et al. ACS Chem. Neurosci. 6, In press.