126312-63-8

Basic information

• Product Name: (S)-2',6'-Dimethyltyrosine hydrochloride
• Synonyms: (S)-2-AMINO-3-(4-HYDROXY-2,6-DIMETHYL-PHENYL)-PROPIONIC ACID HCL;(S)-2-AMINO-3-(4-HYDROXY-2,6-DIMETHYL-PHENYL)-PROPIONIC ACID HYDROCHLORIDE;(S)-2',6'-dimethyl tyrosine hydrochloride;(S)-2',6'-dimethyl tyrosine hydrochloride salt;(S)-2',6'-dimethyltyrosine hydrochloride salt;(S)-2',6'-Dimethyltyrosine HCL;L-TYROSINE - 2,6-DIMETHYL HCL;(S)-2-Amino-3-(4-hydroxy-2,6-dimethylphenyl)propanoic acid hydrochloride
• CAS NO: 126312-63-8
• Molecular Formula: C11H16ClNO3
• Molecular Weight: 245.7
• EINECS: 1592732-453-0
• Product Categories: pharmacetical
• Mol File: 126312-63-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 412.8 °C at 760 mmHg
• Flash Point: 203.4 °C
• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (S)-2',6'-Dimethyltyrosine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2',6'-Dimethyltyrosine hydrochloride(126312-63-8)
• EPA Substance Registry System: (S)-2',6'-Dimethyltyrosine hydrochloride(126312-63-8)

Safety Data

• Hazardous Substances Data: 126312-63-8(Hazardous Substances Data)

Usage

General Description

(S)-2',6'-Dimethyltyrosine hydrochloride is a chemical compound with the molecular formula C11H15NO2·HCl. It is a derivative of the amino acid tyrosine, and its structure includes two methyl groups attached to the 2' and 6' positions of the aromatic ring. (S)-2',6'-Dimethyltyrosine hydrochloride is commonly used in the field of pharmaceutical research and drug development, as it has potential applications in the synthesis of novel therapeutic agents and pharmaceuticals. Its hydrochloride salt form makes it more stable and soluble in water, facilitating its use in various chemical and biological assays. Additionally, (S)-2',6'-Dimethyltyrosine hydrochloride has been studied for its potential role in modulating neurotransmitter levels in the brain and for its potential use in the treatment of neurological disorders.

Upstream product

• 81806-45-3 2',6'-dimethyltyrosine 
• 928138-99-2 (R)-2-Amino-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionic acid methyl ester; hydrochloride 
• 99953-00-1 (S)-N-Boc-2,6-dimethyltyrosine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 28924-92-7 4-(benzyloxy)-2,6-dimethylbenzaldehyde 
• 70547-87-4 2,6-dimethyl-4-hydroxybenzaldehyde 
• 928138-99-2 (S)-2-Amino-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionic acid methyl ester; hydrochloride 

Relevant articles and documents

A practical and convenient Blanc-type chloromethylation catalyzed by zinc chloride under solvent-free conditions

Chloromethylation of various aromatic hydrocarbons and substituted phenolic derivatives with dimethoxymethane and chlorosulfonic acid was carried out in the presence of 10 mol% of ZnCl2 in a mild and efficient manner under solvent-free conditions. In addition, 2,6-dimethyltyrosine was synthesized in high yield via this protocol.

Novel Mixed NOP/Opioid Receptor Peptide Agonists

The nociceptin/orphanin FQ (N/OFQ)/N/OFQ receptor (NOP) system controls different biological functions including pain and cough reflex. Mixed NOP/opioid receptor agonists elicit similar effects to strong opioids but with reduced side effects. In this work, 31 peptides with the general sequence [Tyr/Dmt1,Xaa5]N/OFQ(1-13)-NH2 were synthesized and pharmacologically characterized for their action at human recombinant NOP/opioid receptors. The best results in terms of NOP versus mu opioid receptor potency were obtained by substituting both Tyr1 and Thr5 at the N-terminal portion of N/OFQ(1-13)-NH2 with the noncanonical amino acid Dmt. [Dmt1,5]N/OFQ(1-13)-NH2 has been identified as the most potent dual NOP/mu receptor peptide agonist so far described. Experimental data have been complemented by in silico studies to shed light on the molecular mechanisms by which the peptide binds the active form of the mu receptor. Finally, the compound exerted antitussive effects in an in vivo model of cough.

Pd-catalyzed dimethylation of tyrosine-derived picolinamide for synthesis of (S)-N-Boc-2,6-dimethyltyrosine and its analogues

A short and efficient synthesis of (S)-N-Boc-2,6-dimethyltyrosine utilizing palladium-catalyzed directed C-H functionalization is described. This represents the first general method for the ortho-dimethylation of tyrosine derivatives and offers a practical approach for preparing this synthetically important building block. Notably, throughout the reaction sequence no racemization occurs at the susceptible a-chiral centers.