CAS 466678-44-4

Pregabalin Lactam (S)-Isomer Lactose Adduct

Description:

Pregabalin Lactam (S)-Isomer Lactose Adduct, with the CAS number 466678-44-4, is a chemical compound that combines the pharmacological properties of pregabalin, an anticonvulsant and neuropathic pain medication, with lactose, a disaccharide sugar. This adduct is characterized by its potential to enhance the solubility and bioavailability of pregabalin, making it more effective for therapeutic applications. The compound typically exhibits a white to off-white solid appearance and is soluble in water, which is advantageous for formulation in pharmaceutical products. Its structure includes a lactam ring, which is a cyclic amide, contributing to its stability and activity. The (S)-isomer designation indicates the specific stereochemistry of the compound, which is crucial for its biological activity. Overall, this adduct is of interest in drug formulation and delivery systems, particularly for improving the pharmacokinetic properties of pregabalin in clinical settings.

Formula: C₂₀H₃₅NO₁₁

Synonyms:

• 2-Pyrrolidinone, 1-(4-O-β-D-galactopyranosyl-β-D-glucopyranosyl)-4-(2-methylpropyl)-, (4S)-
• Pregabalin lactose
• (4S)-Pregabalin Amide Lactose Adduct
• Pregabalin Impurity 86
• Pregabalin Lactam (S)-Isomer Lactose Adduct
• PD 0224378
• (R)-1-((2R,3R,4R,5S,6R)-3,4

Lactosyl Pregabalin Pyrrolidone ((S)-1-((2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)-4-isobutylpyrrolidin-2-one)

CAS: 466678-44-4

Lactams, nesoi

Formula: C₂₀H₃₅NO₁₁

Color and Shape: Off-White Solid

Molecular weight: 465.22101

Ref: 45-1A02340

Pregabalin Lactose Adduct

CAS: 466678-44-4

Formula: C₂₀H₃₅NO₁₁

Molecular weight: 465.50

Ref: 4Z-P-27108

(4S)-Pregabalin Amide Lactose Adduct

CAS: 466678-44-4

Formula: C₂₀H₃₅NO₁₁

Molecular weight: 465.50

Ref: ST-EA-CP-P29013

PD 224378

Controlled Product

CAS: 466678-44-4

Stability Very Hygroscopic
Applications PD 224378 is a lactose conjugate degradation product of pregabalin (P704800), a GABA analogue used as an anticonvulsant.
References Lovdahl, M.J., et al.: J. Pharma. Biomed. Anal., 28, 917 (2002);

Formula: C₂₀H₃₅NO₁₁

Color and Shape: Neat

Molecular weight: 465.49

Ref: TR-P217460

PD-224378

CAS: 466678-44-4

PD-224378 is the lactam form of glycamine (β-isomer), produced through a Maillard reaction between pregabalin and lactose.

Formula: C₂₀H₃₅NO₁₁

Color and Shape: Solid

Molecular weight: 465.492

Ref: TM-TYD-01992