- Product Name
- CasNo
- MF
- MW
- Content
- Appearance
- Packing
- Apply
- Pregabalin
- 148553-50-8
- C<sub>8</sub>H<sub>17</sub>NO<sub>2</sub>
- 159.228
- off-white solid
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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.
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
5-methyl-3-(nitromethyl)hexanoic acid
(R,S)-3-iso-butyl-4-aminobutyric acid
Conditions | Yield |
---|---|
With
palladium 10% on activated carbon; hydrogen;
In
methanol;
at 25 ℃;
for 24h;
under 760.051 Torr;
|
97% |
With
hydrogen;
5%-palladium/activated carbon;
In
methanol;
at 25 - 30 ℃;
for 6 - 8h;
|
80% |
With
hydrogen;
5%-palladium/activated carbon;
In
methanol;
for 5 - 8h;
|
37% |
With
hydrogen;
5% Pd(II)/C(eggshell);
In
methanol;
|
37% |
With
hydrogen;
nickel;
In
methanol;
for 12h;
under 2942.29 Torr;
|
|
With
palladium 10% on activated carbon; hydrogen;
In
methanol;
at 60 ℃;
under 45004.5 Torr;
|
630 mg |
3-carbamoyl-5-methylhexanoic acid
(R,S)-3-iso-butyl-4-aminobutyric acid
Conditions | Yield |
---|---|
With
lithium borohydride;
In
tetrahydrofuran; methanol;
at 10 ℃;
Reagent/catalyst;
|
88.4% |
With
sodium hydroxide;
In
water;
at 0 - 10 ℃;
|
79.8% |
The CAS number of Pregabalin is 148553-50-8.
More information of Pregabalin 148553-50-8 are:
CAS Number |
148553-50-8 |
Density |
0.997 g/cm3 |
Melting Point |
194-196 °C |
Boiling Point |
274 °C at 760 mmHg |
Flash Point |
119.5 °C |
Vapor Pressure |
0.00153mmHg at 25°C |
Refractive Index |
1.464 |
HS CODE |
29224999 |
PSA |
63.32000 |
LogP |
1.78240 |
Pka |
4.23±0.10(Predicted) |
Synonyms for Pregabalin 148553-50-8:Hexanoic acid, 3-(aminomethyl)-5-methyl-, (S)-;3-isobutyl GABA;(R-)-3-isobutyl GABA;CI 1008;PD 144723;CI-1008;Hexanoic acid, 3-(aminomethyl)-5-methyl-, (3S)-;Lyrica;Pregablin;(3S)-3-(aminomethyl)-5-methylhexanoic acid;(S)-(+)-3-Aminomethyl-5-methylhexanoic acid;
The chemical formula of Pregabalin is C8H17NO2 which containing 8 Carbon atoms,17 Hydrogen atoms,1 Nitrogen atoms and 2 Oxygen atoms,and the molecular weight of Pregabalin is 159.228.
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.
InChI:InChI=1/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
Relevant articles related to Pregabalin:
Article |
Source |
An efficient process of racemization of 3-(Carbamoylmethyl)-5- methylhexanoic acid: A pregabalin intermediate |
Chavan, Anil B.,Maikap, Golak C.,Gurjar, Mukund K. , p. 812 - 814 (2009) |
Nitrile as activating group in the asymmetric bioreduction of β-cyanoacrylic acids catalyzed by ene-reductases |
Winkler, Christoph K.,Clay, Dorina,Turrini, Nikolaus G.,Lechner, Horst,Kroutil, Wolfgang,Davies, Simon,Debarge, Sebastien,O'Neill, Pat,Steflik, Jeremy,Karmilowicz, Mike,Wong, John W.,Faber, Kurt , p. 1878 - 1882 (2014) |
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