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SDZ 220-581 - ≥98%(HPLC), high purity , CAS No.174575-17-8
Competitive NMDA antagonist
Basic Description
Synonyms
CS-1475 | LMGP10010012 | alpha-Amino-2'-chloro-5-(phosphonomethyl)(1,1'-biphenyl)-3-propanoic acid | HMS3412C08 | Sdz 220-581 | SDZ220581 | Sdz-220-581 | SDZ220-581 | (alphaS)-alpha-Amino-2'-chloro-5-(phosphonomethyl)[1,1'-biphenyl]-3-propanoic acid | Abi
Specifications & Purity
≥98%(HPLC)
Biochemical and Physiological Mechanisms
Competitive NMDA receptor antagonist (pKi= 7.7). Centrally active following oral administration (ED50< 3.2 mg/kg for protection against MES-induced seizures).
Storage Temp
Room temperature
Shipped In
Normal
Taxonomic Classification
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 Organic oxides Carbonyl compounds Organochlorides Organophosphorus compounds Organopnictogen compounds Monoalkylamines
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 - Hydrocarbon derivative - Amine - Organic oxide - Organopnictogen compound - 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.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
(2S)-2-amino-3-[3-(2-chlorophenyl)-5-(phosphonomethyl)phenyl]propanoic acid
INCHI
InChI=1S/C16H17ClNO5P/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)/t15-/m0/s1
InChIKey
VBRJFXSFCYEZMQ-HNNXBMFYSA-N
Smiles
C1=CC=C(C(=C1)C2=CC(=CC(=C2)CP(=O)(O)O)CC(C(=O)O)N)Cl
Isomeric SMILES
C1=CC=C(C(=C1)C2=CC(=CC(=C2)CP(=O)(O)O)C[C@@H](C(=O)O)N)Cl
PubChem CID
128019
Molecular Weight
369.74
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
Solvent:DMSO, Max Conc. mg/mL: 9.24, Max Conc. mM: 25 with gentle warming; Solvent:1.1eq. NaOH, Max Conc. mg/mL: 36.97, Max Conc. mM: 100
Molecular Weight
369.730 g/mol
XLogP3
-1.200
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
6
Exact Mass
369.053 Da
Monoisotopic Mass
369.053 Da
Topological Polar Surface Area
121.000 Ų
Heavy Atom Count
24
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
1
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