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Safety Information

SML0712

Sigma-Aldrich

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

≥97% (GC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H13N
CAS Number:
4965-09-7
Molecular Weight:
147.22
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥97% (GC)

form

oil

color

, colorless to light yellow to light pink

storage temp.

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

InChI key

QPILYVQSKNWRDD-UHFFFAOYSA-N

Biochem/physiol Actions

1-Methyl-1,2,3,4-tetrahydroisoquinoline (1MeTIQ) is an endogenous antidepressant and parkinsonism-preventing substance that demonstrates neuroprotectiveactivity.
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.

Features and Benefits

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Precautionary Statements

P261 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SML0712-VAR:
SML0712-5MG:
SML0712-25MG:
SML0712-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
073M4705V

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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
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)
Lucyna Antkiewicz-Michaluk et al.
The international journal of neuropsychopharmacology, 7(2), 155-163 (2004-01-27)
The aim of this paper was to investigate whether rotenone, a pesticide causing experimental parkinsonism, causes direct damage to dopaminergic structure when injected intracerebrally and whether this action may be prevented by peripheral administration of 1-methyl-1,2,3,4-tetrahydroisoquinoline (1MeTIQ), an endogenous compound
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