Pregabalin

CAS Number: 148553-50-8

Molecular Formula: C8H17NO2

Therapeutic Category: AnticonvulsantsGrade: IP/ USP/ Ph. Eur/ BP/ KP

About Pregabalin

Pregabalin is the (S)-isomer of 3-isobutyl-gamma-aminobutyric acid. Therapeutic efficacy of Pregabalin is strictly dependent on its enantiomeric purity, as the (R)-enantiomer is biologically inactive. Pregabalin is an anticonvulsant therapeutic medication primarily used to treat neuropathic pain, fibromyalgia, seizures...

Pregabalin Specifications

CAS Number

148553-50-8

Molecular Formula

C8H17NO2

Molecular Weight

159.23 g/mol

IUPAC Name

(3S)-3-(aminomethyl)-5-methylhexanoic acid

Canonical SMILES

CC(C)C[C@@H](CC(=O)O)CN

InChI Key

AYXYPKUFHZROOJ-ZETCQYMHSA-N

InChI

1S/C8H17NO2/c1-6(2)3-7(5-9)4-8(10)11/h6-7H,3-5,9H2,1-2H3,(H,10,11)/t7-/m0/s1

PubChem CID

5486971

CAS Number

148553-50-8

Molecular Formula

C8H17NO2

Molecular Weight

159.23 g/mol

IUPAC Name

(3S)-3-(aminomethyl)-5-methylhexanoic acid

Canonical SMILES

CC(C)C[C@@H](CC(=O)O)CN

InChI Key

AYXYPKUFHZROOJ-ZETCQYMHSA-N

InChI

1S/C8H17NO2/c1-6(2)3-7(5-9)4-8(10)11/h6-7H,3-5,9H2,1-2H3,(H,10,11)/t7-/m0/s1

PubChem CID

5486971

Molecular Weight

159.23 g/mol

Solubility (water)

Soluble in water

Solubility (Organic Solvents)

Soluble in methanol, ethanol, and acetone

Appearance

White to off-white crystalline powder

Odor

Odorless

Hazard Statements Code

H302, H315, H319

Precautionary Statements Code

P261, P264, P270, P280, P301+P312, P305+P351+P338 P304+P340: IF INHALED: Remove person to fresh air and keep comfortable for breathing.

Toxicological Summary

Limited information regarding overdose with pregabalin. The highest known accidental overdose of pregabalin during clinical development was 8000 mg; this event was without significant clinical consequences. The most commonly reported adverse events with overdose were reduced consciousness, confusional state, agitation, depression/anxiety, and restlessness in the postmarketing studies. In addition, heart block, seizures, and death have also been reported in some patients taking combination with other CNS depressants.

Overdose Management

Pregabalin can be removed by standard haemodialysis procedures, resulting in approximately 50% clearance of pregabalin in 4 hours.

Neuropathic Pain Management

Pain treatment associated with diabetic peripheral neuropathy, postherpetic neuralgia, and spinal cord injury

Seizure Control

Adjunct therapy for partial-onset seizures and generalised anxiety disorder, enhancing overall seizure control.

Fibromyalgia Treatment

Provides relief from fibromyalgia-related pain, stiffness, and sleep disturbances.

Storage Conditions

Store at 25 °C (77 °F); excursions permitted to 15 to 30 °C (59 to 86 °F). Maintain it in cool, dry, well-ventilated area, away from moisture and incompatible substances.