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264938

Sigma-Aldrich

1-Methylisoquinoline

97%

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Empirical Formula (Hill Notation):
C10H9N
CAS Number:
1721-93-3
Molecular Weight:
143.19
EC Number:
217-017-6
MDL number:
MFCD00006902
UNSPSC Code:
12352100
PubChem Substance ID:
24856043
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.6140 (lit.)

bp

126-128 °C/16 mmHg (lit.)

density

1.078 g/mL at 25 °C (lit.)

SMILES string

Cc1nccc2ccccc12

InChI

1S/C10H9N/c1-8-10-5-3-2-4-9(10)6-7-11-8/h2-7H,1H3

InChI key

PBYMYAJONQZORL-UHFFFAOYSA-N

Gene Information

human ... CYP2A6(1548)
mouse ... Cyp2a5(13087)

Caution

Low melting solid

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Reactivity of 1-methylisoquinoline. Synthesis of 2-(1-isoquinolinemethylidene)-1, 3, 4-thiadiazole derivatives.
Abdallah TA, et al.
Phosphorus, Sulfur, and Silicon and the Related Elements, 177(1), 59-66 (2002)
Koichi Mitsukura et al.
Journal of bioscience and bioengineering, 115(6), 651-653 (2013-01-08)
Verticillium sp. GF39, catalyzing the oxidation of 1-methylisoquinoline to 1-methylisoquinoline N-oxide, was found to be the highest N-oxide producer. Under the optimized reaction conditions, the whole cells of Verticillium sp. GF39 formed 5 mM 1-methylisoquinoline N-oxide from 1-methylisoquinoline with a molar
T Aiuchi et al.
Neurochemistry international, 28(3), 319-323 (1996-03-01)
The effect of 1-methyl-isoquinoline (MIQ+) on the respiratory inhibition and the uptake of MIQ+ were measured using mouse liver mitochondria. MIQ+ inhibited the electron transport of complex I but did not inhibit the respiration of mitochondria with succinate as a
Kunal Roy et al.
European journal of medicinal chemistry, 44(5), 1941-1951 (2008-12-27)
A series of naphthalene and non-naphthalene derivatives (n=42) having cytochrome P450 2A6 and 2A5 inhibitory activities, reported by Rahnasto et al., were subjected to QSAR and QAAR studies. The analyses were performed using electronic, spatial, shape and thermodynamic descriptors to
Minna Rahnasto et al.
Journal of medicinal chemistry, 48(2), 440-449 (2005-01-22)
The purpose of this study was to develop screening and in silico modeling methods to obtain accurate information on the active center of CYP2A6, a nicotine oxidizing enzyme. The inhibitory potencies of 26 naphthalene and 16 non-naphthalene derivatives were determined

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