N-[(5,7-Dichloro-1,2,3,4-tetrahydro-6-isoquinolinyl)carbonyl]-3-(methylsulfonyl)-L-phenylalanine phenylmethyl ester hydrochloride (1:1)
[CAS# 1194550-65-6]

Identification

• Classification: Organic raw materials >> Carboxylic compounds and derivatives >> Salt of carboxylic acid ester and its derivatives
• Name: N-[(5,7-Dichloro-1,2,3,4-tetrahydro-6-isoquinolinyl)carbonyl]-3-(methylsulfonyl)-L-phenylalanine phenylmethyl ester hydrochloride (1:1)
• Synonyms: benzyl (2S)-2-[(5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carbonyl)amino]-3-(3-methylsulfonylphenyl)propanoate;hydrochloride
• Molecular Formula: C₂₇H₂₆Cl₂N₂O₅S^.HCl
• Molecular Weight: 597.94
• CAS Registry Number: 1194550-65-6
• EC Number: 871-600-5
• SMILES: CS(=O)(=O)C1=CC=CC(=C1)C[C@@H](C(=O)OCC2=CC=CC=C2)NC(=O)C3=C(C=C4CNCCC4=C3Cl)Cl.Cl

Safety Data

• Hazard Symbols: GHS07;GHS08 Warning
• Hazard Statements: H302-H315-H319-H335-H361
• Precautionary Statements: P203-P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P318-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Eye irritation	Eye Irrit.	2	H319
Reproductive toxicity	Repr.	2	H361
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin irritation	Skin Irrit.	2	H315

Discovory and Applicatios

N-[(5,7-Dichloro-1,2,3,4-tetrahydro-6-isoquinolinyl)carbonyl]-3-(methylsulfonyl)-L-phenylalanine phenylmethyl ester hydrochloride (1:1) is a complex organic compound with notable applications in medicinal chemistry and drug development. This molecule integrates a diverse set of functional groups, including an isoquinoline core, a methylsulfonyl group, and a phenylalanine derivative, which together contribute to its potential as a therapeutic agent.

The compound was discovered during research aimed at developing new pharmacological agents with selective biological activities. The core structure, a 5,7-dichloro-1,2,3,4-tetrahydro-6-isoquinoline group, provides a framework known for its biological activity. Isoquinolines are important in drug discovery due to their ability to interact with various biological targets, including receptors and enzymes. The presence of chlorine atoms enhances the molecule's electronic properties and can influence its interaction with biological systems.

The methylsulfonyl group in N-[(5,7-Dichloro-1,2,3,4-tetrahydro-6-isoquinolinyl)carbonyl]-3-(methylsulfonyl)-L-phenylalanine phenylmethyl ester hydrochloride (1:1) plays a critical role in modulating the compound's reactivity and pharmacokinetics. Sulfonyl groups are often used to improve the solubility and stability of drug molecules. Additionally, the phenylalanine derivative acts as a chiral center, which can influence the compound's binding affinity and selectivity for biological targets.

The primary application of this compound lies in its potential as an enzyme inhibitor. The isoquinoline core and the methylsulfonyl group are designed to interact with enzyme active sites, potentially inhibiting their function. Such inhibitors can be crucial in developing treatments for diseases where specific enzymes play a key role, such as cancer or inflammatory disorders. The compound's structure allows it to be tailored for selective inhibition, potentially leading to fewer side effects compared to less specific drugs.

Another area of interest for N-[(5,7-Dichloro-1,2,3,4-tetrahydro-6-isoquinolinyl)carbonyl]-3-(methylsulfonyl)-L-phenylalanine phenylmethyl ester hydrochloride (1:1) is its use in receptor modulation. The compound's ability to interact with various receptors due to its isoquinoline and phenylalanine components makes it a candidate for developing drugs that target specific receptor systems. This could lead to new treatments for a range of conditions, including neurological and psychiatric disorders, where receptor modulation plays a significant role.

The synthesis of this compound involves a series of complex reactions to introduce the various functional groups while preserving the integrity of the isoquinoline core. The use of hydrochloride salt form enhances the compound's solubility and stability, making it suitable for further biological testing and formulation.

In summary, N-[(5,7-Dichloro-1,2,3,4-tetrahydro-6-isoquinolinyl)carbonyl]-3-(methylsulfonyl)-L-phenylalanine phenylmethyl ester hydrochloride (1:1) represents a significant advancement in drug discovery. Its structure provides a versatile framework for developing enzyme inhibitors and receptor modulators, with potential applications in treating a variety of diseases. The ongoing research and development of this compound are expected to yield valuable insights into its therapeutic potential and lead to new pharmaceutical agents.