Basic information
- CAS
206648-13-7- Standard SMILES
C[C@@H](NCc1cc(Br)cc2[nH]c(=O)c(=O)[nH]c12)P(=O)(O)O- InChIKey
DPFHVUSPVHRVFL-YFKPBYRVSA-N- Molecular formula
- C11H13BrN3O5P
- Average molar mass
- 378.12 g/mol
- Monoisotopic mass
- 376.97762
Overview
CGP 78608 is a phosphonic acid in which the hydrogen attached to phosphorous is substituted by a 1-{[(7-bromo-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-5-yl)methyl]amino}ethyl group. Potent and selective NMDA antagonist that acts through the glycine site (IC50 = 5 nM). Displays >500-fold selectivity over kainate and AMPA receptors (IC50 values are 2.7 and 3 M respectively). Anticonvulsant in vivo following systemic administration. It has a role as an anticonvulsant and a NMDA receptor antagonist. It is a member of phosphonic acids, an organobromine compound, a quinoxaline derivative and a secondary amino compound. It contains a CGP 78608(1+).
Names & identifiers
- Preferred name
- Cgp-78608
- IUPAC
- [(1S)-1-[(7-bromo-2,3-dioxo-1,4-dihydroquinoxalin-5-yl)methylamino]ethyl]phosphonic acid
- English name
- CGP 78608 hydrochloride
- Molecular formula
- C11H13BrN3O5P
- Molecular weight
- 378.12
Names & synonyms
CGP 78608206648-13-7CGP-78608E53G4C95XT[(1S)-1-{[(7-bromo-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-5-yl)methyl]amino}ethyl]phosphonic acidDTXSID6043886CHEBI:64061P-((1S)-1-(((7-Bromo-1,2,3,4-tetrahydro-2,3-dioxo-5-quinoxalinyl)methyl)amino)ethyl)phosphonic acidPhosphonic acid, P-((1S)-1-(((7-bromo-1,2,3,4-tetrahydro-2,3-dioxo-5-quinoxalinyl)methyl)amino)ethyl)-((1S)-1-(((7-bromo-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-5-yl)methyl)amino)ethyl)phosphonic acidRefChem:124815DTXCID4023886
Show more names
CGP78608HClCGP 78608 hydrochlorCGP 78608 hydrochloridePhosphonic acid, P-[(1S)-1-[[(7-bromo-1,2,3,4-tetrahydro-2,3-dioxo-5-quinoxalinyl)methyl]amino]ethyl]-((1S)-1-(((7-Bromo-1,2,3,4-tetrahydro-2,3-dioxo-5-quinoxalinyl)methyl)amino)ethyl]phosphonicacidhydrochloride[(1S)-1-[[(7-BROMO-1,2,3,4-TETRAHYDRO-2,3-DIOXO-5-QUINOXALINYL)METHYL]AMINO]ETHYL]PHOSPHONIC ACID HYDROCHLORIDE
[(1S)-1-[(7-bromo-2,3-dioxo-1,4-dihydroquinoxalin-5-yl)methylamino]ethyl]phosphonic acidCHEMBL86313(S)-(1-(((7-Bromo-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-5-yl)methyl)amino)ethyl)phosphonic acidNCGC00025184-01Tocris-1493(S)-(1-(((7-Bromo-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-5-yl)methyl)amino)ethyl)phosphonic acid hydrochlorideUNII-E53G4C95XTorb1739531
Properties
Computed structural properties
- XLogP
- -3.1
- Topological polar surface area
- 128 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 4
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 484
Physicochemical properties
- Density
- 1.757 · 1.757±0.06 g/cm3(Predicted)
- storage temp.
- Store at RT
- solubility
- 41.46 mg/ml · <41.46mg/ml in 2.2eq. NaOH
- pka
- 0.66 · 0.66±0.10(Predicted)
- FDA UNII
- 53 G4C95XT · E53G4C95XT
Chemistry & industry
Applications
UsesCGP 78608 is a potent and selective NMDA antagonist.
Suppliers10 total
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
北京博奥森生物技术有限公司400-901-9800 18611424007 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
EMMX Biotechnology LLC888-539-0666 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
Additional notes
DefinitionChEBI: CGP 78608 is a phosphonic acid in which the hydrogen attached to phosphorous is substituted by a 1-{[(7-bromo-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-5-yl)methyl]amino}ethyl group. Potent and selective NMDA antagonist that acts through the glycine site (IC50 = 5 nM). Displays >500-fold selectivity over kainate and AMPA receptors (IC50 values are 2.7 and 3 muM respectively). Anticonvulsant in vivo following systemic administration. It has a role as a NMDA receptor antagonist and an anticonvulsant. It is a quinoxaline derivative, an organobromine compound, a secondary amino compound and a member of phosphonic acids. It contains a CGP 78608(1+).
Related reactions
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Compound notes
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