2,3-dihydroxybutanedioic acid; bis(4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol)

• ChemBase ID: 134326
• Molecular Formular: C46H60N2O10
• Molecular Mass: 800.976
• Monoisotopic Mass: 800.42479613
• SMILES: CC(C(c1ccc(cc1)O)O)N1CCC(CC1)Cc1ccccc1.CC(C(c1ccc(cc1)O)O)N1CCC(CC1)Cc1ccccc1.C(C(C(=O)O)O)(C(=O)O)O
• Canonical SMILES: OC(=O)C(C(C(=O)O)O)O.Oc1ccc(cc1)C(C(N1CCC(CC1)Cc1ccccc1)C)O.Oc1ccc(cc1)C(C(N1CCC(CC1)Cc1ccccc1)C)O
• InChI: InChI=1S/2C21H27NO2.C4H6O6/c2*1-16(21(24)19-7-9-20(23)10-8-19)22-13-11-18(12-14-22)15-17-5-3-2-4-6-17;5-1(3(7)8)2(6)4(9)10/h2*2-10,16,18,21,23-24H,11-15H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)
• InChIKey: DMPRDSPPYMZQBT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydroxybutanedioic acid; bis(4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol)
• IUPAC Traditional name: (.+-.)-tartaric acid; bis(ifenprodil)
• Synonyms: α-(4-Hydroxyphenyl)-β-methyl-4-benzyl-1-piperidineethanol (+)-tartrate salt; Ifenprodil (+)-tartrate salt

Database IDs

• CAS Number: 23210-58-4
• EC Number: 245-493-5
• MDL Number: MFCD01529999
• PubChem SID: 162228603; 24278826
• PubChem CID: 11957579

CALCULATED PROPERTIES

• Acid pKa: 9.66631
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.82022184
• LogD (pH = 7.4): 2.3004246
• Log P: 3.5710015
• Molar Refractivity: 98.3495 cm^3
• Polarizability: 38.463696 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRINA(2907)

DETAILS

Sigma Aldrich - I2892

Biochem/physiol Actions
NMDA antagonist acting at the polyamine site; neuroprotective agent; α-adrenergic central and peripheral vasodilator; α2 adrenergic receptor ligand.