214930
1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid hydrochloride
96%
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About This Item
Empirical Formula (Hill Notation):
C10H11NO2 · HCl
CAS Number:
Molecular Weight:
213.66
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
255-610-1
Beilstein/REAXYS Number:
3723332
MDL number:
Assay:
96%
InChI key
FXHCFPUEIDRTMR-UHFFFAOYSA-N
InChI
1S/C10H11NO2.ClH/c12-10(13)9-5-7-3-1-2-4-8(7)6-11-9;/h1-4,9,11H,5-6H2,(H,12,13);1H
SMILES string
Cl[H].OC(=O)C1Cc2ccccc2CN1
assay
96%
mp
>300 °C (lit.)
Quality Level
Related Categories
Application
1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid was used in the synthesis of 10,10a-dihydroimidazo-[1,5-b]isoquinoline-1,3(2H,5H)-diones, inhibitor of inflammation, apoprotein B-100 biosynthesis and matrix-degrading metalloprotienase.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Alan R Katritzky et al.
The Journal of organic chemistry, 67(23), 8224-8229 (2002-11-09)
Condensations of chiral diamines 11a-c with benzotriazole and formaldehyde gave benzotriazolyl intermediates 12a-c; similar condensations of alpha-amino-amides 10a-c with benzotriazole and paraformaldehyde gave 14a-c. Subsequent treatment of 12a-c and 14a-c with AlCl(3) led to enantiopure tricyclic 1,2,3,5,10,10a-hexahydroimidazo[1,5-b]isoquinolines 1a-c and 2,3,10,10a-tetrahydroimidazo[1,5-b]isoquinolin-1(5H)-ones
M Manning et al.
Journal of peptide science : an official publication of the European Peptide Society, 1(1), 66-79 (1995-01-01)
We have investigated the effects of mono-substitutions with the conformationally restricted amino acid, 1,2,3,4 tetrahydroisoquinoline-3-carboxylic acid (Tic) at position 3 in arginine vasopressin (AVP), at positions 2, 3 and 7 in potent non-selective cyclic AVP V2/V1a antagonists, in potent and
B C Wilkes et al.
Biopolymers, 34(9), 1213-1219 (1994-09-01)
A molecular mechanics study (grid search and energy minimization) of the highly delta receptor-selective delta opioid antagonist H-Tyr-Tic-Phe-OH (TIP; Tic: tetrahydroisoquinoline-3-carboxylic acid) resulted in four low energy conformers with energies within 2 kcal/mol of that of the lowest energy structure.
Yingjie Zhang et al.
Current protein & peptide science, 11(8), 752-758 (2011-01-18)
Tic, short for 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, is a kind of unnatural α-amino acids. Due to its distinct geometrical conformation and biological activity, the structure of Tic, regarded as the surrogate of proline and the rigid analogue of phenylalanine or tyrosine, has
Raman K Bakshi et al.
Bioorganic & medicinal chemistry letters, 15(14), 3430-3433 (2005-06-14)
The discovery of 1-amino-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid analogs as potent human melanocortin-4 selective agonists is described.
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