M105

Methoctramine hydrate

≥97% (NMR), muscarinic receptor 2 antogonist, solid

• Synonym(s): Methoctramine tetrahydrochloride hydrate, N,N′-bis[6-[[(2-Methoxyphenyl)methyl]amino]hexyl]-1,8-octane diamine tetrahydrochloride hydrate
• Empirical Formula (Hill Notation): C₃₆H₆₂N₄O₂ · 4HCl · xH₂O
• CAS Number: 104807-46-7
• Molecular Weight: 728.75 (anhydrous basis)
• UNSPSC Code: 12352116
• PubChem Substance ID: 24277850
• NACRES: NA.32
• MDL number: MFCD11045942

Properties

• Product Name: Methoctramine hydrate, ≥97% (NMR), solid
• Quality Segment: 100
• assay: ≥97% (NMR)
• form: solid
• color: white
• solubility: H₂O: >20 mg/mL
• storage temp.: 2-8°C
• SMILES string: 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
• InChI key: XIIINYPADNNZHA-UHFFFAOYSA-N
• Gene Information: human ... CHRM2(1129)

Description

General description

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

Application

Methoctramine hydrate has been used:

• As a muscarinic receptor 2 antogonist.
• 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.

Biochem/physiol Actions

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.[1] In oesophageal muscle, acetylcholine-mediated increase in calcium and arachidonic acid release were reduced by the M2 receptor antagonist, methoctramine.[2] Methoctramine infused bilaterally in the dorsolateral striatum, considerably enhanced memory in cognitively impaired aged rats. Methoctramine plays a vital role in muscarinic receptor classification.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)