H-L-Tic-OH

Synonyms. H-L-Tic-OH; (S)-TIC; (S)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid; L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid; (3S)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid;

H-L-Tic-OH

 

PRODUCT IDENTIFICATION

CAS RN

74163-81-8

EINECS RN

 

FORMULA

C10H11NO2

MOLE WEIGHT

177.20

H.S CODE

2933.49.6000

SMILES

C1C(NCC2=CC=CC=C21)C(=O)O

CLASSIFICATION

Amino Acid Derivative, Isoquinoline

EXTRA NOTES

 

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE.

white crystalline powder

MELTING POINT

> 300 C

BOILING POINT

 

DENSITY

 

SOLUBILITY IN WATER

 

SOLVENT SOLUBILITY  

VAPOR DENSITY

 

log P(octanol-water)

 

VAPOR PRESSURE

 

AUTOIGNITION TEMP

 
pH

 

REFRACTIVE INDEX

 

FLASH POINT

 

 

STABILITY AND REACTIVITY
STABILITY Stable under normal conditions.

INCOMPATIBLE MATERIALS

Strong oxidizing agents

POLYMERIZATION

Has not been reported

NFPA RATINGS

Health: 1; Flammability: 0; Instability: 0;

 

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Tetrahydroisoquinoline

Google Scholar Search

PubChem Compound Summary - L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid

http://www.ncbi.nlm.nih.gov/ - L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid

http://www.ncbi.nlm.nih.gov/
The surprising change of selectivity induced by the change of chirality in peptides containing the tetrahydro-3-isoquinoline carboxylic acid (Tic) in second position, interpreted as a conformational preference induced on the Tyr-Xaa-Phe domain, can instead be attributed to the Tyr-Tic message domain. The relative spatial disposition of the aromatic ring of delta-selective non peptidic opiates is compatible with a message domain, in opioid peptides, of only two residues. This hypothesis was tested through the synthesis of Tyr-L-Tic-NH2, Tyr-D-Tic-NH2, Tyr-L-Tic-Ala-NH2, Tyr-L-Tic-Ala-OH and Tyr-D-Tic-Ala-NH2. Peptides containing Tyr-L-Tic- behave as very selective delta antagonists and those containing Tyr-DTic- as non selective agonists. This is the first case of opioid peptides containing a two-residue message domain and of opioid dipeptides with substantial opioid activity.

Local
(S)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid is used as an intermediate for the synthesis of Antihypertensive drugs (e.g. Quinapril -ACE inhibitor). This amino acid is useful for the preparation of biological active peptide applications 

1,2,3,4-Tetrahydroisoquinoline

CAS RN

H-L-Tic-OH

74163-81-8

H-D-Tic-OH

103733-65-9

H-L-Tic(7-OH)-OH

128502-56-7

H-D-Tic(7-OH)-OH

152286-30-1

Boc-L-Tic(7-OH)-OH

142335-42-0

Boc-D-Tic(7-OH)-OH

214630-00-9

Boc-L-Tic-OH

78879-20-6

Boc-D-Tic-OH

115962-35-1

Fmoc-L-Tic-OH

136030-33-6

Fmoc-D-Tic-OH

130309-33-0

 

SALES SPECIFICATION

APPEARANCE

white crystalline powder

CHEMICAL PURITY

98% min

OPTICAL PURITY

98% min e.e.

OPTICAL ROTATION

-167° ~ -169° (C=1.8 in 1.4 M NaOH)

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

Not regulated

HAZARD SYMBOL

 
PACKING GROUP  

 

SAFETY INFORMATION

HAZARD OVERVIEW

OSHA Hazards: Irritant. Target Organs: Skin, Respiratory system, Eyes

GHS

 

SIGNAL WORD

Warning

PICTOGRAMS

HAZARD STATEMENTS

H315-H319-H335

P STATEMENTS

P261-P305+P351+P338

EC DIRECTIVES

 

HAZARD CODES

RISK PHRASES

36/37/38

SAFETY PHRASES

26-36

 

PACKING

 

 

PRICE INFORMATION