Gabapentin
![Gabapentin Structure](CAS/GIF/60142-96-3.gif)
- CAS No.
- 60142-96-3
- Chemical Name:
- Gabapentin
- Synonyms
- GABAPENTINE;NEURONTIN;GABAPENTIN HYDROCHLORIDE;1-(AMINOMETHYL)CYCLOHEXANEACETIC ACID;2-[1-(aminomethyl)cyclohexyl]acetic acid;ci945;go3450;goe2450;GOE-3450;Aclonium
- CBNumber:
- CB3263316
- Molecular Formula:
- C9H17NO2
- Molecular Weight:
- 171.24
- MOL File:
- 60142-96-3.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/24 13:33:21
Melting point | 162°C |
---|---|
Boiling point | 314.4±15.0 °C(Predicted) |
Density | 1.058±0.06 g/cm3(Predicted) |
Flash point | 9℃ |
storage temp. | 2-8°C |
solubility | H2O: 10 mg/mL |
form | solid |
pka | pKa1 (25°) 3.68; pKa2 10.70 |
color | off-white |
Merck | 14,4319 |
BRN | 2359739 |
BCS Class | 3 |
Stability | Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 3 months. |
InChIKey | UGJMXCAKCUNAIE-UHFFFAOYSA-N |
CAS DataBase Reference | 60142-96-3(CAS DataBase Reference) |
EPA Substance Registry System | Cyclohexaneacetic acid, 1-(aminomethyl)- (60142-96-3) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() ![]() ![]() ![]() GHS07,GHS08,GHS02,GHS06 |
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Signal word | Danger | |||||||||
Hazard statements | H225-H301+H311+H331-H370-H315-H319-H335-H360 | |||||||||
Precautionary statements | P210-P260-P280-P301+P310-P311-P302+P352+P312-P304+P340+P312-P370+P378-P403+P235-P201-P305+P351+P338-P308+P313-P261 | |||||||||
Hazard Codes | T,Xi,F | |||||||||
Risk Statements | 61-36/37/38-39/23/24/25-23/24/25-11 | |||||||||
Safety Statements | 53-26-36/37/39-45-36-36/37-16 | |||||||||
WGK Germany | 3 | |||||||||
RTECS | GU6496000 | |||||||||
HazardClass | IRRITANT | |||||||||
HS Code | 29224999 | |||||||||
NFPA 704 |
|
Gabapentin price More Price(7)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich(India) | PHR1049 | Gabapentin Pharmaceutical Secondary Standard; Certified Reference Material | 60142-96-3 | 1G | ₹10002.3 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | G154 | Gabapentin solid | 60142-96-3 | 10MG | ₹13975.08 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | G154 | Gabapentin solid | 60142-96-3 | 50MG | ₹66876.85 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | G-007 | Gabapentin solution 1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant? | 60142-96-3 | 1ML | ₹6596.8 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | 5.08506 | Gabapentin - CAS 60142-96-3 - Calbiochem A water soluble GABA analog that interacts with voltage-gated calcium channels in cortical neurons. | 60142-96-3 | 10MG | ₹12940 | 2022-06-14 | Buy |
Gabapentin Chemical Properties,Uses,Production
Description
Gabapentin was introduced in 1993 in the UK and early 1994 in the USA as an adjunctive therapy in the treatment of refractory partial seizures and secondarily generalized tonic-clonic seizures. Although being a lipophilic analog of the neurotransmitter GABA, gabapentin appears to exert its anticonvulsive function by a GABA receptor independent mechanism, possibly involving the L-system amino acid transporter protein. Gabapentin easily crosses the blood brain barrier and exhibits a favorable pharmacokinetic profile with high tolerability. It does not interfere with the metabolism of other concomitant administered antiepileptic drugs, thus having a low potential for drug interactions. Studies are currently underway for the use of gabapentin as mono-therapy for the treatment of various seizures.
Chemical Properties
White Crystalline Solid
Uses
Gabapentin is an Amino acid structurally related to γ-Aminobutyric Acid (GABA), designed to cross the blood brain barrier. Used as an anticonvulsant.
Definition
ChEBI: A gamma-amino acid that is cyclohexane substituted at position 1 by aminomethyl and carboxymethyl groups. Used for treatment of neuropathic pain and restless legs syndrome.
Indications
Gabapentin (Neurontin) significantly decreases pain scores and sleep interference associated with PHN. An initial dose of 300 mg/day is increased over 4 weeks (900, 1,800, 2,400, 3,600 mg/day divided t.i.d.) until efficacy is obtained or side effects become intolerable.
Biological Functions
Gabapentin (Neurotonin) was initially designed to be a
rigid analogue of GABA. When it was discovered to
have antiepileptic properties, it was assumed that this
activity was related to a GABAergic mechanism.
However, subsequent studies have failed to show any
GABAergic activity of gabapentin. Although it has not
yet been possible to ascribe any definite mechanism to
its antiepileptic activity, there is recent evidence that it
may function as an agonist at GABAB receptors in the
brain.
Gabapentin is recommended as adjunctive therapy
in the treatment of partial seizures in adults.When used
with other drugs, it appears to be an effective AED; it is
usually not effective when employed alone for patients
with severe seizures.
Gabapentin is generally well tolerated, with somnolence,
dizziness, and ataxia the most commonly reported
adverse effects. A low incidence of potentially serious side effects and no significant allergic reactions have
been reported.
General Description
Gabapentin and its closely related analog pregabalin,(S)-3-isobutyl-GABA, are broad-spectrum anticonvulsantswith multiple mechanisms of action.24,51 Inaddition to modulating calcium influx and stimulateGABA biosynthesis as discussed earlier, they also competefor the biosynthesis of L-glutamic acid because oftheir structural similarity to L-leucine.51 Gabapentin andpregabalin have very little liability for causing metabolicbaseddrug–drug interactions, particularly when used incombination with other AEDs because they are not metabolizedin humans. More than 95% of the drug is excretedunchanged through the kidneys. However, there are somedifferences in their bioavailability. Unlike gabapentin,which exhibits 60% bioavailability when given in lowdoses because of intestinal uptake by a saturable smallneutral L-amino acid transporter, the absorption of pregabalinis almost complete (98%) and exhibits an ideal linear pharmacokinetic profile.24 This high bioavailability of pregabalincan be attributed to its closer structure similarity tothe essential amino acid, L-leucine.
Biological Activity
Anticonvulsant with several possible mechanisms of action. Increases GABA in the brain and binds to a novel site associated with voltage-sensitive Ca 2+ channels. Prevents neuronal death and is antinociceptive and anxiolytic.
Side effects
Dose-limiting adverse effects include somnolence, dizziness, ataxia, peripheral edema, and infection (22).
Side effects
Long-Term Side Effects of Gabapentin:
- Mood changes.
- Behavioral changes.
- Depression.
- Anxiety.
- Memory loss.
- Weakened muscles.
Gabapentin Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | Inquiry |
---|---|---|---|---|---|
Jigs Chemical ltd | +919099003427 | Gujarat, India | 239 | 58 | Inquiry |
ANWITA APIS | +919000311012 | Hyderabad, India | 198 | 58 | Inquiry |
AVD pharmaceuticals Pvt Ltd | +919860835260 | Pune, India | 102 | 58 | Inquiry |
SEUTIC | +91-8309787199 +91-8309787199 | Hyderabad, India | 124 | 58 | Inquiry |
S.V ENTERPRISES | +919322701159 | Mumbai, India | 150 | 58 | Inquiry |
GLP Pharma Standards | +91 9866074638 | Hyderabad, India | 1644 | 58 | Inquiry |
KARPSCHEM LABORATORIES | +91-7249203006 +91-7249203006 | Maharashtra, India | 786 | 58 | Inquiry |
Hetero Drugs Limited | +91-4023704923 +91-4023704923 | Telangana, India | 296 | 58 | Inquiry |
Hikal Ltd. | +91-9538444622 +91-8067356100 | Maharashtra, India | 31 | 58 | Inquiry |
Divis Laboratories Ltd | +91-4066966413 +91-4066966413 | Hyderabad, India | 34 | 58 | Inquiry |
Supplier | Advantage |
---|---|
Jigs Chemical ltd | 58 |
ANWITA APIS | 58 |
AVD pharmaceuticals Pvt Ltd | 58 |
SEUTIC | 58 |
S.V ENTERPRISES | 58 |
GLP Pharma Standards | 58 |
KARPSCHEM LABORATORIES | 58 |
Hetero Drugs Limited | 58 |
Hikal Ltd. | 58 |
Divis Laboratories Ltd | 58 |
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