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148553-50-8 (Pregabalin)

1

Identification

Pregabalin Pregabalin
Name Pregabalin
Formula C8H17NO2
MW 159.23
CAS No. 148553-50-8
EINECS 200-659-6
Smiles NC[[email protected]](CC(O)=O)CC(C)C
Synonyms 3-(Aminomethyl)-5-methyl-hexanoic acid; (S)-3-(aminomethyl)-5-methylhexanoic acid
InChI 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
2

Introduction

Pregabalin(CI-1008; PD-144723) is a GABA analogue and binds with high affinity and selectivity to the α2δ subunit of voltage-sensitive Ca2+ channels and modulates their activity.

Background Information

Pregabalin (Lyrica) is a 3-isobutyl derivative of gamma-amino butyric acid (GABA) with anti-convulsant, anti-epileptic, anxiolytic, and analgesic activities. Pregabalin selectively binds to alpha2delta (A2D) subunits of presynaptic voltage-dependent calcium channels (VDCCs) located in the central nervous system (CNS). Binding of pregabalin to VDCC A2D subunits prevents calcium influx and the subsequent calcium-dependent release of various neurotransmitters, including glutamate, norepinephrine, serotonin, dopamine, and substance P, from the presynaptic nerve terminals of hyperexcited neurons; synaptic transmission is inhibited and neuronal excitability is diminished. Pregabalin does not bind directly to GABA-A or GABA-B receptors and does not alter GABA uptake or degradation. ......by AbMole BioScience
Pregabalin is an Anticonvulsant and antiepileptic; also used to treat neuropathic pain. Binds with high affinity and selectivity to the α2δ subunit of voltage-sensitive Ca2+ channels and modulates their activity.Pregabalin selectively binds to alpha2delta (A2D) subunits of presynaptic voltage-dependent calcium channels (VDCCs) located in the central nervous system (CNS)Pregabalin displays anxiolytic-like activity in ethological and conflict models of anxiety. ......by Affix Scientific
Pregabalin is a medication used to treat epilepsy, neuropathic pain, fibromyalgia, and generalized anxiety disorder. Its use for epilepsy is as an add-on therapy for partial seizures with or without secondary generalization in adults. Some off-label uses of pregabalin include, restless leg syndrome, migraine, social phobia, panic disorder, mania, bipolar disorder, and alcohol withdrawal. Pregabalin is discontinued. ......by MedKoo Biosciences, Inc.
Pregabalin (CI-1008) is a 3-isobutyl derivative of GABA that selectively binds to alpha2delta (A2D) subunit voltage-dependent calcium channels (VDCCs); prevents calcium influx and the subsequent calcium-dependent release of various neurotransmitters, including glutamate, norepinephrine, serotonin, dopamine, and substance P, from the presynaptic nerve terminals of hyperexcited neurons; does not bind directly to GABA-A or GABA-B receptors and does not alter GABA uptake or degradation.EpilepsyApproved ......by ProbeChem
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 name Lyrica. It is considered to have a dependence liability if misused, and is classified as a Schedule V drug in the U.S. ......by Target Molecule Corp.
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Protocol(Only for Reference)

Cell Experiment

Animal Experiment

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Physical and Chemical Properties

Appearance:White to off-white Solid EBNumber:EB000016376

Storage condition

Up to one week at 4°C or six months at -20°C by Affix Scientific

Solubility

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Mechanism and Indication

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Clinical Information

Product Name Sponsor & Collaborators Indications Start Date End Date Phase
Pregabalin Analgesic Solutions Neuropathic pain 2012/12/31 2013/7/31 Phase 4 Clinical
Pregabalin Parc de Salut Mar Cancer pain 2012/8/31 2015/12/31 Phase 4 Clinical
Pregabalin Pfizer Inc 2012/12/31 2014/1/31 Phase 4 Clinical
Pregabalin Attikon Hospital Pain 2008/10/31 2012/5/31 Phase 4 Clinical
Pregabalin Pfizer Inc Postherpetic neuralgia 2012/10/31 2013/10/31 Phase 4 Clinical
Pregabalin - Launched
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Safety Data of Pregabalin

Hazard Symbols : Xn,T,F
Risk Statements : 63-48/22-39/23/24/25-23/24/25-11
Safety Statements : 22-36/37-45-16-7
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Spectral Information

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Suppliers List

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Related Products

Other Forms of 148553-50-8

Name CAS No Formula MW
Pregabalin (R enantiomer) 148553-51-9 C8H17NO2 159.23

Recommended Compounds in Calcium Channel

Name CAS No Formula MW
Lercanidipine (hydrochloride) 132866-11-6 C36H42ClN3O6 648.19
Amlodipine (maleate) 88150-47-4 C24H29ClN2O9 524.9481
Lercanidipine 100427-26-7 C36H41N3O6 611.73
Neomycin (sulfate) 1405-10-3 C23H48N6O17S 712.72
Tetracaine (hydrochloride) 136-47-0 C15H25ClN2O2 300.82
Nitrendipine 39562-70-4 C18H20N2O6 360.36
Manidipine 89226-50-6 C35H38N4O6 610.7
Chlorpromazine (hydrochloride) 69-09-0 C17H20Cl2N2S 355.33
Ibutilide (fumarate) 122647-32-9 C44H76N4O10S2 885.23
Flunarizine (dihydrochloride) 30484-77-6 C26H28Cl2F2N2 477.42
Lacidipine 103890-78-4 C26H33NO6 455.54
Cromolyn (sodium) 15826-37-6 C23H14Na2O11 512.33
Amlodipine 88150-42-9 C20H25ClN2O5 408.88
Felodipine 72509-76-3 C18H19Cl2NO4 384.25
Nifedipine 21829-25-4 C17H18N2O6 346.33
Acetylcholine (chloride) 60-31-1 C7H16ClNO2 181.6604
Ranolazine 95635-55-5 C24H33N3O4 427.54
Nimodipine 66085-59-4 C21H26N2O7 418.44
Isradipine 75695-93-1 C19H21N3O5 371.39
Zonisamide (sodium) 68291-98-5 C8H7N2NaO3S 234.21

Recommended Compounds in Same Indication

Name CAS No Formula MW
Tropisetron 89565-68-4 C17H20N2O2 284.35
Capsaicin 404-86-4 C18H27NO3 305.41
Etodolac 41340-25-4 C17H21NO3 287.35
Sufentanil 56030-54-7 C22H30N2O2S 386.55
PH-797804 586379-66-0 C22H19BrF2N2O3 477.3
Cebranopadol 863513-91-1 C24H27FN2O 378.48
Gabapentin (hydrochloride) 60142-95-2 C9H18ClNO2 207.7
ADL-5859 850173-95-4 C24H29ClN2O3 428.95
Gabapentin 60142-96-3 C9H17NO2 171.24
Sufentanil (citrate) 60561-17-3 C28H38N2O9S 578.67
Nepafenac 78281-72-8 C15H14N2O2 254.28
Celecoxib 169590-42-5 C17H14F3N3O2S 381.37
Atomoxetine (hydrochloride) 82248-59-7 C17H22ClNO 291.82
Diazepam 439-14-5 C16H13ClN2O 284.74
Naloxone (hydrochloride) 357-08-4 C19H22ClNO4 363.84
Etoricoxib 202409-33-4 C18H15ClN2O2S 358.84
Rofecoxib 162011-90-7 C17H14O4S 314.36
Tapentadol (hydrochloride) 175591-09-0 C14H24ClNO 257.8
(S)-3-((1-methylpyrrolidin-2-yl)methyl)-5-(2-(phenylsulfonyl)ethyl)-1H-indole 1252673-29-2 C22H26N2O2S 382.519
Valdecoxib 181695-72-7 C16H14N2O3S 314.36
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Route of Synthesis

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References

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More Information

Pregabalin

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