2,3-dihydroxybutanedioic acid; 3-(aminomethyl)-N,N-diethyl-5-methylhexanamide

• ChemBase ID: 160280
• Molecular Formular: C16H32N2O7
• Molecular Mass: 364.43448
• Monoisotopic Mass: 364.22095137
• SMILES: C(CC(CC(=O)N(CC)CC)CN)(C)C.C(C(O)C(=O)O)(O)C(=O)O
• Canonical SMILES: OC(=O)C(C(C(=O)O)O)O.NCC(CC(=O)N(CC)CC)CC(C)C
• InChI: InChI=1S/C12H26N2O.C4H6O6/c1-5-14(6-2)12(15)8-11(9-13)7-10(3)4;5-1(3(7)8)2(6)4(9)10/h10-11H,5-9,13H2,1-4H3;1-2,5-6H,(H,7,8)(H,9,10)
• InChIKey: FPUZNSRWGQAXSJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydroxybutanedioic acid; 3-(aminomethyl)-N,N-diethyl-5-methylhexanamide
• IUPAC Traditional name: (.+-.)-tartaric acid; 3-(aminomethyl)-N,N-diethyl-5-methylhexanamide
• Synonyms: 4-Amino-8-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methyl-7(8H)-pteridinone; 6MAP; 4-Amino-6-methyl-8-(2-deoxy-β-D-ribofuranosyl)-7(8H)-pteridone; 3-(Aminomethyl)-N,N-diethyl-5-methylhexanamide 2,3-Dihydroxybutanedioate; rac-Pregabalin N,N-Diethyl Amide rac-Tartrate

Database IDs

• CAS Number: 195442-55-8
• PubChem SID: 162254415
• PubChem CID: 71313309

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.7453812
• LogD (pH = 7.4): -1.1952661
• Log P: 1.2733531
• Molar Refractivity: 64.7928 cm^3
• Polarizability: 25.570793 Å^3
• Polar Surface Area: 46.33 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Cyrstalline Solid
• Melting Point: >190°C dec.

DETAILS

Toronto Research Chemicals - P704805

An impurity of rac-Pregabalin (P704800) used in the processes for preparation of Pregabalin and related intermediates.

Toronto Research Chemicals - A615680

A highly fluorescent adenosine analogue, which in a dimethoxytrityl, phosphoramidite protected form, can be site-specifically inserted into oligonucleotides through a 3’,5’-phosphodiester linkage using an automated DNA synthesizer.

REFERENCES

• Hawkins, M.E., et al.: Analytical Biochem., 298, 231 (2001)