4965-09-7 | 1-Methyl-1,2,3,4-tetrahydroisoquinoline

Packsize	Purity	Availability	Price	Discounted Price
1g	95%	in stock	$16.00	$11.00
25g	95%	in stock	$23.00	$17.00
100g	95%	in stock	$91.00	$64.00

Description

• Catalog Number: AB58519
• Chemical Name: 1-Methyl-1,2,3,4-tetrahydroisoquinoline
• CAS Number: 4965-09-7
• Molecular Formula: C10H13N
• Molecular Weight: 147.21692
• MDL Number: MFCD00798989
• SMILES: CC1NCCc2c1cccc2

Computed Properties

• Complexity: 133
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 1
• Hydrogen Bond Donor Count: 1
• Undefined Atom Stereocenter Count: 1
• XLogP3: 1.7

Literature

• Evaluation of blood-brain barrier transport and CNS drug metabolism in diseased and control brain after intravenous L-DOPA in a unilateral rat model of Parkinson's disease.

  Fluids and barriers of the CNS 20120101

• Comparative behavioral and neurochemical studies of R- and S-1-methyl-1,2,3,4-tetrahydroisoquinoline stereoisomers in the rat.

  Pharmacological reports : PR 20120101

• Both stereoselective (R)- and (S)-1-Methyl-1,2,3,4-tetrahydroisoquinoline enantiomers protect striatal terminals against rotenone-induced suppression of dopamine release.

  Neurotoxicity research 20110801

• Interactions of 1-methyl-1,2,3,4-tetrahydroisoquinoline with lamotrigine, oxcarbazepine, pregabalin, and topiramate in the mouse maximal electroshock-induced seizure model: a type I isobolographic analysis.

  Epilepsy research 20100501

• Important role of 3-methoxytyramine in the inhibition of cocaine sensitization by 1-methyl-1,2,3,4-tetrahydroisoquinoline: an in vivo microdialysis study.

  Pharmacological reports : PR 20100101

• 1-Methyl-1,2,3,4-tetrahydroisoquinoline and established uncompetitive NMDA receptor antagonists induce tolerance to excitotoxicity.

  Pharmacological reports : PR 20100101

• 1-Methyl-1,2,3,4-tetrahydroisoquinoline antagonizes a rise in brain dopamine metabolism, glutamate release in frontal cortex and locomotor hyperactivity produced by MK-801 but not the disruptions of prepulse inhibition, and impairment of working memory in rat.

  Neurotoxicity research 20091101

• Facile synthesis and in vitro properties of 1-alkyl- and 1-alkyl-N-propargyl-1,2,3,4-tetrahydroisoquinoline derivatives on PC12 cells.

  European journal of medicinal chemistry 20091001

• Isobolographic analysis of interactions between 1-methyl-1,2,3,4-tetrahydroisoquinoline and four conventional antiepileptic drugs in the mouse maximal electroshock-induced seizure model.

  European journal of pharmacology 20090114

• Simultaneous analysis of 1,2,3,4-tetrahydroisoquinolines by high-performance liquid chromatography using 4-(5,6-dimethoxy-2-phthalimidinyl)-2-methoxyphenylsulfonyl chloride as a fluorescent labeling reagent.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080501

• Effects of 1-methyl-1,2,3,4-tetrahydroisoquinoline on the behavioral effects of cocaine in rats.

  Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20071201

• The effect of an endogenous compound 1-methyl-1,2,3,4,-tetrahydroisoquinoline on morphine-induced analgesia, dependence and neurochemical changes in dopamine metabolism in rat brain structures.

  Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20070601

• An endogenous neuroprotectant substance, 1-methyl-1,2,3,4-tetrahydroisoquinoline (1MeTIQ), prevents the behavioral and neurochemical effects of cocaine reinstatement in drug-dependent rats.

  Journal of neural transmission (Vienna, Austria : 1996) 20070301

• Parkinsonism-preventing activity of 1-methyl-1,2,3,4-tetrahydroisoquinoline derivatives in C57BL mouse in vivo.

  Biological & pharmaceutical bulletin 20060701

• The mechanism of 1,2,3,4-tetrahydroisoquinolines neuroprotection: the importance of free radicals scavenging properties and inhibition of glutamate-induced excitotoxicity.

  Journal of neurochemistry 20060501

• 1-Methyl-1,2,3,4-tetrahydroisoquinoline enhances the anticonvulsant action of carbamazepine and valproate in the mouse maximal electroshock seizure model.

  Neuropharmacology 20060201

• Directed evolution of an amine oxidase for the preparative deracemisation of cyclic secondary amines.

  Chembiochem : a European journal of chemical biology 20050401

• Neuroprotective effect of 1-methyl-1,2,3,4-tetrahydroisoquinoline on cultured rat mesencephalic neurons in the presence or absence of various neurotoxins.

  Brain research 20050208

• Protective effect of 1-methyl-1,2,3,4-tetrahydroisoquinoline against dopaminergic neurodegeneration in the extrapyramidal structures produced by intracerebral injection of rotenone.

  The international journal of neuropsychopharmacology 20040601

• A synthesis of heteroaromatic analogues of 1-methyl-1,2,3,4-tetrahydroisoquinoline using the Pummerer-type cyclization reaction: observation of tandem cyclization reaction.

  Chemical & pharmaceutical bulletin 20040201

• The interaction of tetrahydroisoquinoline derivatives with antinociceptive action of morphine and oxotremorine in mice.

  Journal of neural transmission (Vienna, Austria : 1996) 20031101

• Neuroprotective or neurotoxic activity of 1-methyl-1,2,3,4-tetrahydroisoquinoline and related compounds.

  Bioorganic & medicinal chemistry letters 20030901

• 1-methyl-1,2,3,4-tetrahydroisoquinoline protects against rotenone-induced mortality and biochemical changes in rat brain.

  European journal of pharmacology 20030418

• Decrease of 1-methyl-1,2,3,4-tetrahydroisoquinoline synthesizing enzyme activity in the brain areas of aged rat.

  Brain research 20021115

• Determination method of 1-methyl-1,2,3, 4-tetrahydroisoquinoline, an endogenous parkinsonism-preventing substance, by radioimmunoassay.

  Life sciences 20020503

• Evaluation of neurotoxicity of TIQ and MPTP and of parkinsonism-preventing effect of 1-MeTIQ by in vivo measurement of pre-synaptic dopamine transporters and post-synaptic dopamine D(2) receptors in the mouse striatum.

  Journal of neurochemistry 20011101

• Stereoselective effect of (R)- and (S)-1-methyl-1,2,3,4-tetrahydroisoquinolines on a mouse model of Parkinson's disease.

  Brain research bulletin 20010901

• Different action on dopamine catabolic pathways of two endogenous 1,2,3,4-tetrahydroisoquinolines with similar antidopaminergic properties.

  Journal of neurochemistry 20010701