SDZ 220-581 hydrochloride - ≥99% , CAS No.179411-93-9

CAS: 179411-93-9 Cat. No.: S649538 Molecular Weight: 406.2 EC Number: 808-496-8 PubChem CID: 78357772

GRADE & PURITY ≥99%

Synonyms

AKOS030526665 | HY-13059B | (2S)-2-amino-3-[3-(2-chlorophenyl)-5-(phosphonomethyl)phenyl]propanoic acid;hydrochloride | (S)-alpha-Amino-2'-chloro-5-(phosphonomethyl)-[1,1'-biphenyl]-3-propanoic acid hydrochloride | A919330 | SDZ 220-581 hydrochloride | SD

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

Overview

SDZ 220-581 hydrochloride is an orally active, potent, competitive NMDA receptor antagonist with pK i value of 7.7

In Vivo

SDZ 220-581 (3.2-32 mg/kg; oral administration; for 24 hours; male OF-l mice) treatment dose-dependently protects mice against maximal electroshock seizures (MES). The time-course of protection by SDZ 220-581 is characterized by a rapid onset and long duration of action . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Male OF-l mice (18-26 g) Dosage: 3.2 mg/kg, 10 mg/kg, 32 mg/kg Administration: Oral administration; for 24 hours Result: Dose-dependently protected mice against maximal electroshock seizures (MES) upon oral administration.

Form:Solid

IC50& Target:pKi: 7.7 ( NMDA receptor )

Specifications

Synonyms

AKOS030526665 | HY-13059B | (2S)-2-amino-3-[3-(2-chlorophenyl)-5-(phosphonomethyl)phenyl]propanoic acid;hydrochloride | (S)-alpha-Amino-2'-chloro-5-(phosphonomethyl)-[1, 1'-biphenyl]-3-propanoic acid hydrochloride | A919330 | SDZ 220-581 hydrochloride | SD

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

SDZ 220-581 hydrochloride is an orally active, potent, competitive NMDA receptor antagonist with pK i value of 7.7.

Storage

Store at 2-8°C, Desiccated

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Canonical Smiles: C1=CC=C(C(=C1)C2=CC(=CC(=C2)CP(=O)(O)O)CC(C(=O)O)N)Cl.Cl
• IUPAC Name: (2S)-2-amino-3-[3-(2-chlorophenyl)-5-(phosphonomethyl)phenyl]propanoic acid;hydrochloride
• InChIKey: WSYIMHDAUSNYSF-RSAXXLAASA-N
• INCHI: 1S/C16H17ClNO5P.ClH/c17-14-4-2-1-3-13(14)12-6-10(8-15(18)16(19)20)5-11(7-12)9-24(21,22)23;/h1-7,15H,8-9,18H2,(H,19,20)(H2,21,22,23);1H/t15-;/m0./s1
• Isomeric SMILES: C1=CC=C(C(=C1)C2=CC(=CC(=C2)CP(=O)(O)O)C[C@@H](C(=O)O)N)Cl.Cl
• WGK Germany: 3
• PubChem CID: 78357772
• Molecular Weight: 406.2

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Phenylalanine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Phenylalanine and derivatives
• Alternative Parents: Chlorinated biphenyls Phenylpropanoic acids Amphetamines and derivatives L-alpha-amino acids Aralkylamines Chlorobenzenes Aryl chlorides Organic phosphonic acids Amino acids Monocarboxylic acids and derivatives Carboxylic acids Hydrocarbon derivatives Hydrochlorides Carbonyl compounds Monoalkylamines Organic oxides Organochlorides Organophosphorus compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Phenylalanine or derivatives - Chlorinated biphenyl - Biphenyl - 3-phenylpropanoic-acid - Alpha-amino acid - Amphetamine or derivatives - L-alpha-amino acid - Aralkylamine - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Organophosphonic acid - Organophosphonic acid derivative - Amino acid - Carboxylic acid - Monocarboxylic acid or derivatives - Organonitrogen compound - Organohalogen compound - Primary aliphatic amine - Organooxygen compound - Organophosphorus compound - Primary amine - Organic nitrogen compound - Carbonyl group - Hydrochloride - Hydrocarbon derivative - Amine - Organic oxide - Organic oxygen compound - Organochloride - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: DMSO : 5 mg/mL (12.31 mM; Need ultrasonic and warming) H2O : <0.1 mg/mL (ultrasonic;warming;heat to 60°C) (insoluble)
• Molecular Weight: 406.200 g/mol
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 405.03 Da
• Monoisotopic Mass: 405.03 Da
• Topological Polar Surface Area: 121.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 485.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3