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M105

Sigma-Aldrich

Methoctramine hydrate

≥97% (NMR), solid

Sinonimo/i:

Methoctramine tetrahydrochloride hydrate, N,N′-bis[6-[[(2-Methoxyphenyl)methyl]amino]hexyl]-1,8-octane diamine tetrahydrochloride hydrate

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244,00 €
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504,00 €
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1.490,00 €

244,00 €


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10 MG
244,00 €
25 MG
504,00 €
100 MG
1.490,00 €

About This Item

Formula empirica (notazione di Hill):
C36H62N4O2 · 4HCl · xH2O
Numero CAS:
Peso molecolare:
728.75 (anhydrous basis)
Numero MDL:
Codice UNSPSC:
12352116
ID PubChem:
NACRES:
NA.32

244,00 €


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Livello qualitativo

Saggio

≥97% (NMR)

Stato

solid

Colore

white

Solubilità

H2O: >20 mg/mL

Temperatura di conservazione

2-8°C

Stringa SMILE

O.Cl.Cl.Cl.Cl.COc1ccccc1CNCCCCCCNCCCCCCCCNCCCCCCNCc2ccccc2OC.COc3ccccc3CNCCCCCCNCCCCCCCCNCCCCCCNCc4ccccc4OC

InChI

1S/2C36H62N4O2.4ClH.H2O/c2*1-41-35-23-13-11-21-33(35)31-39-29-19-9-7-17-27-37-25-15-5-3-4-6-16-26-38-28-18-8-10-20-30-40-32-34-22-12-14-24-36(34)42-2;;;;;/h2*11-14,21-24,37-40H,3-10,15-20,25-32H2,1-2H3;4*1H;1H2
XIIINYPADNNZHA-UHFFFAOYSA-N

Informazioni sul gene

human ... CHRM2(1129)

Descrizione generale

Methoctramine (N, N′-bis [6-[[(2-methoxyphenyl)-methyl] hexyl]-1, 8-octane] diamine) is a derivative of polymethylene tetramine.[1]

Applicazioni

Methoctramine hydrate has been used:
  • As a muscarinic receptor 2 antogonist.[2]
  • As a test molecule to check its effect on premature osteogenic differentiation of HGPS (Hutchinson-Gilford progeria syndrome) iPS (induced pluripotent)-derived mesenchymal stem cells.[3]

Azioni biochim/fisiol

Methoctramine is a selective M2 muscarinic receptor antagonist at nM concentrations. At mM concentrations, methoctramine directly inhibits the high affinity GTPase activity of G proteins. The increase in calcium and arachidonic acid release were attenuated by the M2 receptor antagonist methoctramine, but not by the M3 receptor antagonist p-fluoro-hexahydro siladifenidol.
Methoctramine is a selective M2 muscarinic receptor antagonist at nM concentrations. At mM concentrations, methoctramine directly inhibits the high affinity GTPase activity of G proteins.[4] In oesophageal muscle, acetylcholine-mediated increase in calcium and arachidonic acid release were reduced by the M2 receptor antagonist, methoctramine.[5] Methoctramine infused bilaterally in the dorsolateral striatum, considerably enhanced memory in cognitively impaired aged rats.[6] Methoctramine plays a vital role in muscarinic receptor classification.[7]

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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G Villetti et al.
The Journal of pharmacology and experimental therapeutics, 335(3), 622-635 (2010-09-02)
The novel quaternary ammonium salt (3R)-3-[[[(3-fluorophenyl)[(3,4,5-trifluorophenyl)methyl]amino]carbonyl]oxy]-1-[2-oxo-2-(2-thienyl)ethyl]-1-azoniabicyclo[2.2.2]octane bromide (CHF5407) showed subnanomolar affinities for human muscarinic M1 (hM1), M2 (hM2), and M3 (hM3) receptors and dissociated very slowly from hM3 receptors (t(½) = 166 min) with a large part of the receptorial
Laura Nadal et al.
Developmental neuroscience, 38(6), 407-419 (2017-04-27)
The development of the nervous system involves the initial overproduction of synapses, which promotes connectivity. Hebbian competition between axons with different activities leads to the loss of roughly half of the overproduced elements and this refines connectivity. We used quantitative
Wei Wu et al.
Neurobiology of learning and memory, 98(1), 41-46 (2012-05-09)
Microinfusions of the nonselective muscarinic antagonist scopolamine into perirhinal cortex impairs performance on visual recognition tasks, indicating that muscarinic receptors in this region play a pivotal role in recognition memory. To assess the mnemonic effects of selective blockade in perirhinal
R E Delmendo et al.
British journal of pharmacology, 96(2), 457-464 (1989-02-01)
1. A range of muscarinic receptor antagonists were examined for affinity at the M1 muscarinic binding site, present in rat cerebrocortical membranes and the M2 muscarinic binding sites of rat cardiac and submaxillary gland membranes. 2. The results obtained were
L Daeffler et al.
British journal of pharmacology, 127(4), 1021-1029 (1999-08-05)
1. The effects of spermine and methoctramine, a selective M2 muscarinic receptor antagonist, were studied on the high-affinity GTPase activity of G proteins, and on ligand binding to M2 muscarinic receptors in pig heart sarcolemma. 2. The spontaneous GTP hydrolysis

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