H-L-Tic-OH

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