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Pregabalin

Base Information Edit
  • Chemical Name:Pregabalin
  • CAS No.:148553-50-8
  • Molecular Formula:C8H17NO2
  • Molecular Weight:159.228
  • Hs Code.:29224999
  • European Community (EC) Number:604-639-1
  • UNII:55JG375S6M
  • DSSTox Substance ID:DTXSID1045950
  • Nikkaji Number:J702.547E
  • Wikipedia:Pregabalin
  • Wikidata:Q412174
  • NCI Thesaurus Code:C64625
  • RXCUI:187832
  • Pharos Ligand ID:5FRSHFCBHS4X
  • Metabolomics Workbench ID:42632
  • ChEMBL ID:CHEMBL1059
  • Mol file:148553-50-8.mol
Pregabalin

Synonyms:(R-)-3-isobutyl GABA;(S)-3-(aminomethyl)-5-methylhexanoic acid;(S+)-3-isobutyl GABA;1008, CI;3 isobutyl GABA;3-(aminomethyl)-5-methylhexanoic acid;3-isobutyl GABA;CI 1008;CI-1008;CI1008;GABA, 3-isobutyl;Lyrica;pregabalin

Suppliers and Price of Pregabalin
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Sigma-Aldrich
  • Pregabalin solution 1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant?
  • 1 mL
  • $ 163.00
  • Sigma-Aldrich
  • Pregabalin solution 1.0mg/mL in methanol, ampule of 1mL, certified reference material
  • 066-1ml
  • $ 158.00
  • Sigma-Aldrich
  • Pregabalin European Pharmacopoeia (EP) Reference Standard
  • $ 190.00
  • Sigma-Aldrich
  • Pregabalin EuropePharmacopoeia (EP) Reference Standard
  • y0001805
  • $ 190.00
  • Sigma-Aldrich
  • Pregabalin ≥97% (NMR)
  • 5mg
  • $ 102.00
  • Sigma-Aldrich
  • Pregabalin solution 10.0?mg/mL in water, ampule of 1?mL, certified reference material, Cerilliant?
  • 1 mL
  • $ 484.00
  • Sigma-Aldrich
  • Pregabalin solution 10.0mg/mL in water, ampule of 1mL, certified reference material
  • 120-1ml
  • $ 469.00
  • Sigma-Aldrich
  • Pregabalin ≥97% (NMR)
  • 25mg
  • $ 413.00
  • JR MediChem
  • Pregabalin >97%
  • 5g
  • $ 2480.00
  • JR MediChem
  • Pregabalin >97%
  • 1g
  • $ 918.00
Total 329 raw suppliers
Chemical Property of Pregabalin Edit
Chemical Property:
  • Appearance/Colour:off-white solid 
  • Vapor Pressure:0.00153mmHg at 25°C 
  • Melting Point:194-196 °C 
  • Refractive Index:1.464 
  • Boiling Point:274 °C at 760 mmHg 
  • PKA:4.23±0.10(Predicted) 
  • Flash Point:119.5 °C 
  • PSA:63.32000 
  • Density:0.997 g/cm3 
  • LogP:1.78240 
  • Storage Temp.:Store at RT 
  • Solubility.:deionized water: ≥10mg/mL 
  • XLogP3:-1.6
  • Hydrogen Bond Donor Count:2
  • Hydrogen Bond Acceptor Count:3
  • Rotatable Bond Count:5
  • Exact Mass:159.125928785
  • Heavy Atom Count:11
  • Complexity:123
Purity/Quality:

99.9% *data from raw suppliers

Pregabalin solution 1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant? *data from reagent suppliers

Safty Information:
  • Pictogram(s): Xn,T,F 
  • Hazard Codes:Xn,T,F 
  • Statements: 63-48/22-39/23/24/25-23/24/25-11 
  • Safety Statements: 22-36/37-45-16-7 
MSDS Files:

SDS file from LookChem

Useful:
  • Drug Classes:Anticonvulsants
  • Canonical SMILES:CC(C)CC(CC(=O)O)CN
  • Isomeric SMILES:CC(C)C[C@@H](CC(=O)O)CN
  • Recent ClinicalTrials:Evaluation of Efficacy and Safety of VX-548 for Painful Diabetic Peripheral Neuropathy (DPN)
  • Recent EU Clinical Trials:Combined effect of Pregabalin and Oxycodone, and Lacosamide and Oxycodone, on breathing: an exploratory study in healthy volunteers the POLO study
  • Recent NIPH Clinical Trials:JORTC-PAL16
  • Description Pregabalin is a second- generation antiepileptic drug (AED) known with the proprietary brand name of Lyrica? (Pfizer, Tadworth) in the UK and USA (Pfizer, New York, NY). Pregabalin (Lyrica), an analog of GABA that is related to gabapentin, has been extensively studied in the treatment of GAD, fibromyalgia, neuropathic pain, and partial complex seizures.It appears to act even more selectively on the a2-δ subunit of calcium channels found in brain than does gabapentin. Pregabalin received FDA approval in late 2004 for use in treating neuropathic pain and epilepsy. In 2008, it became the first drug approved for the treatment of fibromyalgia.Even though prcgabalin reccived approval for the treatment of GAD in the European Union in 2006, the FDA has not approvedpregabalin for GAD in the United States as of this writing.With the consistent efficacy in clinical trials and the known safety of pregabalin in clinical expericnce, it is not completely clear what has held up approval of prcgabalin for GAD.There was reported concern of the risk-benefit ratio for the drug,given the hepatotoxicity seen in micc, but this has not proven to be a problem postrelease in humans. Pregabalin is categorized as an anticonvulsant and analgesic. The drug is under re-review currently by the FDA. Pregabalin has a potential for abuse and misuse. Pregabalin is regulated as a Schedule V compound in the United States.
  • Indications Epilepsy Adjunctive therapy of focal seizures with and without secondary generalization. Recommendations summarized from NICE (2012) Seizure types—on referral to tertiary care (focal seizures), contraindicated (generalized tonic- clonic seizures, tonic/ atonic seizures, absence seizures, myoclonic seizures). Epilepsy types—on referral to tertiary care (benign epilepsy with centrotemporal spikes, panayiotopoulos syndrome, late- onset childhood occipital epilepsy), contraindicated (absence syndromes, idiopathic generalized epilepsy, juvenile myoclonic epilepsy, Dravet syndrome, Lennox– Gastaut syndrome). Psychiatry Generalized anxiety disorder. Neurology Peripheral and central neuropathic pain.
  • Uses S-Enantiomer of Pregabalin. A GABA analogue used as an anticonvulsant. Anxiolytic analgesic used to treat peripheral neuropathic pain and fibromyalgia. Pregabalin is an anticonvulsant drug used for neuropathic pain, as an adjunct therapy for partial seizures, and in generalized anxiety disorder. It was designed as a more potent successor to gabapentin. Pregabalin is marketed by Pfizer under the trade nam
  • Clinical Use Antiepileptic Neuropathic pain Generalised anxiety disorder
  • Drug interactions Potentially hazardous interactions with other drugs Antidepressants: anticonvulsant effect antagonised. Antimalarials: anticonvulsant effect antagonised by mefloquine. Antipsychotics: anticonvulsant effect antagonised. Orlistat: possible increased risk of convulsions.
Technology Process of Pregabalin

There total 272 articles about Pregabalin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With palladium 10% on activated carbon; hydrogen; In methanol; at 25 ℃; for 24h; under 760.051 Torr;
DOI:10.1039/d0nj02263b
Guidance literature:
t-butyl 4-(2-methylpropyl)-2-oxopyrrolidine-1-carboxylate; With sodium hydroxide; In methanol; for 1h; Reflux; Large scale;
With hydrogenchloride; In dichloromethane; water; at 20 ℃; for 0.5h; Large scale;
Guidance literature:
With bromine; sodium hydroxide; In water; at 0 - 85 ℃; for 3h; Temperature; Large scale;
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