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421626

Sigma-Aldrich

(S)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid

97%

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About This Item

Empirical Formula (Hill Notation):
C10H11NO2
CAS Number:
74163-81-8
Molecular Weight:
177.20
Beilstein:
4842199
MDL number:
MFCD00144533
UNSPSC Code:
12352106
PubChem Substance ID:
24866388
NACRES:
NA.22

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

SMILES string

OC(=O)[C@@H]1Cc2ccccc2CN1

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

InChI key

BWKMGYQJPOAASG-VIFPVBQESA-N

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Related Categories

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Wei-Jie Fang et al.
Biopolymers, 96(1), 97-102 (2010-06-19)
Peptides containing N-methylamino acids can exhibit improved pharmacodynamic and pharmacokinetic profiles compared to nonmethylated peptides, and therefore interest in these N-methylated peptides has been increasing in recent years. Arodyn (Ac[Phe¹,²,³,Arg⁴,D-Ala⁸]Dyn A(1-11)NH₂) is an acetylated dynorphin A(Dyn A) analog that is
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
Yingjie Zhang et al.
Bioorganic & medicinal chemistry, 18(5), 1761-1772 (2010-02-23)
Histone deacetylases (HDACs) are enzymes involved in tumor genesis and development. Herein, we report a novel series of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives as HDACs inhibitors. The preliminary biological screening showed that most of our compounds exhibited potent inhibitory activity against HDACs.
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
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
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