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SML0103

Sigma-Aldrich

AMTB hydrate

≥98% (HPLC)

Synonym(s):

N-(3-aminopropyl)-2-[(3-methylphenyl)methoxy]-N-(2-thienylmethyl)-benzamide hydrochloride (1:1) hyclate

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About This Item

Empirical Formula (Hill Notation):
C23H26N2O2S·HCl · xH2O
CAS Number:
926023-82-7
Molecular Weight:
430.99 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
329825160
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to tan

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

SMILES string

O=C(C1=C(OCC2=C(C)C=CC=C2)C=CC=C1)N(CCCN)CC3=CC=CS3.Cl.O

InChI

1S/C23H26N2O2S.ClH.H2O/c1-18-8-2-3-9-19(18)17-27-22-12-5-4-11-21(22)23(26)25(14-7-13-24)16-20-10-6-15-28-20;;/h2-6,8-12,15H,7,13-14,16-17,24H2,1H3;1H;1H2

InChI key

RTYVTAQFASBIDN-UHFFFAOYSA-N

Application

AMTB hydrate has been used as an inhibitor of transient receptor potential cation channel, subfamily melastatin, member 8 (TRPM8) in breast cancer cells and murine T cells.

Biochem/physiol Actions

AMTB is a 2-benzyloxy-benzoic acid amide derivative, which also inhibits voltage-gated sodium channels (Nav) and their isoforms.
AMTB is a TRPM8-selective antagonist with no cross reactivity to TRPV1 or 4. The pIC50 of icilin activation of TRPM8 is 6.23 i.v. administration of AMTB reduced the frequency of rhythmic contractions in volume-loaded bladder and inhibited blood pressure and visceromotor reflex responses to bladder distention.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yutong Sui et al.
Fitoterapia, 145, 104631-104631 (2020-05-23)
Transient receptor potential melastatin 8 (TRPM8) is a calcium ion-permeable cation channel that is used as a prognostic marker and therapeutic target for different tumor types. To identify natural selective TRPM8 antagonists, we tested 158 traditional Chinese medicine (TCM) compounds
Átila Pereira-Gonçalves et al.
Pflugers Archiv : European journal of physiology, 470(12), 1803-1813 (2018-09-13)
1,8-Cineole is a cyclic monoterpenoid used in folk medicine for treatment of numerous respiratory diseases and other infections. 1,8-Cineole has anti-inflammatory, antioxidant, and myorelaxant effects, as well as low toxicity. In the present study, the effects of 1,8-cineole on contractility
Kunsala T D S Yapa et al.
Life sciences, 198, 128-135 (2018-03-03)
To assess levels of the calcium permeable transient receptor potential cation channel, subfamily melastatin, member 8 (TRPM8) in breast cancer molecular subtypes and to assess the consequences of TRPM8 pharmacological inhibition with AMTB (an inhibitor of TRPM8) on breast cancer
Tusar K Acharya et al.
Cell biology international, 45(1), 198-210 (2020-10-23)
The transient receptor potential melastatin 8 (TRPM8) is an ion channel that has been widely studied as a cold-sensitive nociceptor. However, its importance in nonneuronal cells is mostly unexplored. Here, we describe the presence and functional significance of endogenous TRPM8

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