421626
(S)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid
97%
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About This Item
Empirical Formula (Hill Notation):
C10H11NO2
CAS Number:
Molecular Weight:
177.20
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4842199
InChI
1S/C10H11NO2/c12-10(13)9-5-7-3-1-2-4-8(7)6-11-9/h1-4,9,11H,5-6H2,(H,12,13)/t9-/m0/s1
SMILES string
OC(=O)[C@@H]1Cc2ccccc2CN1
InChI key
BWKMGYQJPOAASG-VIFPVBQESA-N
assay
97%
form
solid
optical activity
[α]20/D −168°, c = 1.8 in 1.4 M NaOH
reaction suitability
reaction type: solution phase peptide synthesis
mp
>300 °C (lit.)
application(s)
peptide synthesis
Quality Level
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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Li Li et al.
Nanomedicine : nanotechnology, biology, and medicine, 8(7), 1216-1222 (2012-01-18)
The modification of 3S-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (THIQA) with β-cyclodextrin (β-CD) provides an oral antithrombotic agent, 6-(3'S-isoquinoline-3'-carboxylaminoethylamino)-6-deoxy-β-CD (THIQA-β-CD). In aqueous solution THIQA-β-CD undergoes intermolecular inclusion complexation and forms pH-dependent nanostructures. The morphological feature of THIQA-β-CD is a nanocloud consisting of numerous particles
Bradford H Hirth et al.
Bioorganic & medicinal chemistry letters, 15(8), 2087-2091 (2005-04-06)
A series of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid diamides that increase chloride transport in cells expressing mutant cystic fibrosis transmembrane conductance regulator (CFTR) protein has been identified from our compound library. Analoging efforts and the resulting structure-activity relationships uncovered are detailed. Compound potency
Xiaopan Zhang et al.
Bioorganic & medicinal chemistry, 19(20), 6015-6025 (2011-09-14)
A series of novel 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives were designed, synthesized and assayed for their activities against aminopeptidase N (APN/CD13) and MMP-2. The results showed that most compounds exhibited higher inhibitory activities against APN than that of MMP-2. Within this series
R Guerrini et al.
Bioorganic & medicinal chemistry, 6(1), 57-62 (1998-03-21)
Substitution of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) in place of Gly2 in dynorphin A-(1-13)-NH2 and -(1-11)-NH2 (DYN) analogues (1 and 2) decreased the affinity to the kappa, delta, and mu receptors, and kappa selectivity. The analogue [D-Ala2, des-Gly3]DYN (4), a chimera between
D Pagé et al.
Journal of medicinal chemistry, 44(15), 2387-2390 (2001-07-13)
The design, synthesis and pharmacological evaluation of a novel class of Dmt-Tic dipeptide analogues are described. These resulting analogues bearing different C-terminal functionalities were found to bind to the human delta receptor with high affinity. One specific class of dipeptides
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