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Safety Information

T13005

Sigma-Aldrich

1,2,3,4-Tetrahydroisoquinoline

95%

Synonym(s):

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

Empirical Formula (Hill Notation):
C9H11N
CAS Number:
91-21-4
Molecular Weight:
133.19
Beilstein:
116156
EC Number:
202-050-0
MDL number:
MFCD00006896
UNSPSC Code:
12352100
PubChem Substance ID:
24899955
NACRES:
NA.22

Quality Level

100

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

human ... PNMT(5409)
rat ... Adra2a(25083) , Htr1a(24473)

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Signal Word

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 Code

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

WGK

WGK 3

Flash Point(F)

210.2 °F - closed cup

Flash Point(C)

99 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

T13005-BULK:
T13005-VAR:
T13005-25G:
T13005-100G:

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Certificates of Analysis (COA)

Lot/Batch Number
STBK7360
STBK7857
STBH7164
STBG8232
STBF2293V

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Staffan Skogvall et al.
Pulmonary pharmacology & therapeutics, 21(1), 125-133 (2007-03-22)
Current drugs including beta-agonists have limited smooth muscle relaxant effects on human small airways. Yet this is a major site of obstruction in asthma and chronic obstructive pulmonary disease (COPD). This study explores human small airway relaxant effects of RESPIR
Matthias Ludwig et al.
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
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
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
Dengfeng Dou et al.
Journal of combinatorial chemistry, 12(6), 836-843 (2010-10-05)
The 1-oxo-1, 2, 3, 4-tetrahydroisoquinoline and 1-Oxo-1, 2-dihydroisoquinoline scaffolds were utilized in the design and solution phase synthesis of focused libraries of compounds for screening against West Nile Virus (WNV) protease. Exploratory studies have led to the identification of a
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