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SML0712

Sigma-Aldrich

1-Methyl-1,2,3,4-tetrahydroisoquinoline

≥97% (GC)

Synonyme(s) :

1,2,3,4-Tetrahydro-1-methylisoquinoline, 1MeTIQ

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About This Item

Formule empirique (notation de Hill):
C10H13N
Numéro CAS:
4965-09-7
Poids moléculaire :
147.22
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Pureté

≥97% (GC)

Forme

oil

Couleur

, colorless to light yellow to light pink

Température de stockage

2-8°C

InChI

1S/C10H13N/c1-8-10-5-3-2-4-9(10)6-7-11-8/h2-5,8,11H,6-7H2,1H3

Clé InChI

QPILYVQSKNWRDD-UHFFFAOYSA-N

Actions biochimiques/physiologiques

1-Methyl-1,2,3,4-tetrahydroisoquinoline (1MeTIQ) is an endogenous antidepressant and parkinsonism-preventing substance that demonstrates neuroprotectiveactivity. Following systemic administration in rats, 1-Methyl-1,2,3,4-tetrahydroisoquinoline produces antidepressant-like effect similar to the effect of imipramine. 1MeTIQ is a reversible short-acting moderate inhibitor of MAO A/B.

Caractéristiques et avantages

This compound is featured on the Dopamine and Norepinephrine Metabolism and Histamine Synthesis and Metabolism pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H315,H319,H335

Conseils de prudence

P261 - P305 + P351 + P338

Classification des risques

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

13 - Non Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

L Antkiewicz-Michaluk et al.
Journal of neural transmission (Vienna, Austria : 1996), 114(3), 307-317 (2006-08-10)
Drug abuse disorder is induced by a variety of substances and results from their interaction with the brain reward system. It is characterized by a high frequency of relapse, usually associated with to craving. In this study we investigated the
M Filip et al.
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society, 58(4), 625-639 (2008-01-16)
The efficacy of 1-methyl-1,2,3,4-tetrahydroisoquinoline (1MeTIQ), a member of endogenous tetrahydroisoquinolines, in cocaine- and food-maintained responding in self-administration procedures under a fixed ratio 5 schedule of reinforcement as well as in cocaine and food seeking behaviors in male Wistar rats was
Elhadi Absi et al.
Brain research, 955(1-2), 161-163 (2002-11-07)
1-Methyl-1,2,3,4-tetrahydroisoquinoline (1-MeTIQ), an endogenous monoamine, which prevents the neurotoxic effect of 1-methyl-4-phenylpyridinium ion (MPP(+)) and other endogenous neurotoxins, has been described as being enzymatically formed in the brain by the 1-MeTIQ synthesizing enzyme (1-MeTIQse). In this paper, we report the
K Ishiwata et al.
Journal of neurochemistry, 79(4), 868-876 (2001-11-28)
Parkinsonism-inducing neurotoxicity of 1,2,3,4-tetrahydroisoquinoline (TIQ), as contrasted to 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP), and parkinsonism-preventing effect of 1-methyl-1,2,3,4-tetrahydroisoquinoline (1-MeTIQ) have been investigated in mice by measuring their effects on the in vivo binding of radioligand to pre-synaptic dopamine transporters (DATs) or to dopamine
Yoshie Horiguchi et al.
Chemical & pharmaceutical bulletin, 52(2), 214-220 (2004-02-06)
The sulfoxides 7b and 7d carrying thiophene or benzothiophene as heteroaromatic nucleophiles, when treated with trifluoroacetic anhydride at room temperature (Pummerer reaction), underwent an intramolecular alkylation in an exclusive manner to yield 4,5,6,7-tetrahydro-7-methyl-4-phenylsulfanylthieno[2,3-c]pyridine-6-carbaldehyde (10) and the corresponding benzothiophene derivative (12b)
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