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Merck

T13005

Sigma-Aldrich

1,2,3,4-Tetrahydroisoquinoline

95%

Sinónimos:

1,2,3,4-Tetrahydro-2-azanaphthalene, 1,2,3,4-Tetrahydro-2-isoquinoline, 1,2,3,4-Tetrahydroisoquinline, 1,2,3,4-Tetrahydroisoquinoline, 3,4-Dihydro-1H-isoquinoline

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About This Item

Fórmula empírica (notación de Hill):
C9H11N
Número de CAS:
Peso molecular:
133.19
Beilstein/REAXYS Number:
116156
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

95%

refractive index

n20/D 1.568 (lit.)

bp

232-233 °C (lit.)

mp

−30 °C (lit.)

density

1.064 g/mL at 25 °C (lit.)

SMILES string

C1Cc2ccccc2CN1

InChI

1S/C9H11N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-4,10H,5-7H2

InChI key

UWYZHKAOTLEWKK-UHFFFAOYSA-N

Gene Information

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signalword

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 2

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

210.2 °F - closed cup

flash_point_c

99 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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European journal of medicinal chemistry, 41(8), 1003-1010 (2006-05-06)
A series of 1-aryl-1,2,3,4-tetrahydroisoquinoline and 8-methyl-1-aryl-1,2,3,4-tetrahydroisoquinoline derivatives was evaluated for affinity to the PCP binding site of the NMDA receptor complex. The (S)-configured tetrahydroisoquinoline derivative (S)-4 e x HCl bearing a 2-methylphenyl substituent in position 1 of the heterocyclic ring
Gary L Grunewald et al.
Journal of medicinal chemistry, 49(18), 5424-5433 (2006-09-01)
3-Fluoromethyl-7-(N-substituted aminosulfonyl)-1,2,3,4-tetrahydroisoquinolines (14, 16, and 18-22) are highly potent and selective inhibitors of phenylethanolamine N-methyltransferase (PNMT). Molecular modeling studies with 3-fluoromethyl-7-(N-alkyl aminosulfonyl)-1,2,3,4-tetrahydroisoquinolines, such as 16, suggested that the sulfonamide -NH- could form a hydrogen bond with the side chain of
Lucie Cahlíková et al.
Natural product communications, 5(7), 1035-1038 (2010-08-26)
The roots and aerial parts of Eschscholzia californica Cham. (Papaveraceae) were extracted with ethanol. Repeated column chromatography, preparative TLC, and crystallization led to the isolation of fourteen isoquinoline alkaloids, the structures of which were determined on the basis of spectroscopic
Ajay Kumar Srivastava et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(17), 4905-4913 (2011-03-16)
We herein report a robust and efficient synthetic route to highly functionalized enantiopure 1,2,3,4-tetrahydroisoquinolines (THIQs) from Garner aldehyde. We utilized the inherent chirality of Garner aldehyde through 1,2- and 1,3-/1,4-asymmetric inductions iteratively to obtain 1,2,3,4-tetrasubstitued THIQs using rigid and isolable

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