Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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G122413-5g | 5g | In stock | $57.90 | |
G122413-25g | 25g | In stock | $175.90 | |
G122413-100g | 100g | In stock | $632.90 | |
G122413-500g | 500g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $2,847.90 |
α2δ Ligand
Synonyms | 1-(Aminomethyl)cyclohexaneacetate | 1-(Aminomethyl)cyclohexaneaceticAcid | GABAPENTIN [INN] | GABAPENTIN [JAN] | GABAPENTIN [MART.] | Gabapentin, solid | SCHEMBL8343 | (1-Aminomethyl-cyclohexyl)-acetic acid | DDS-2003 | GABAPENTIN (EP MONOGRAPH) | GABAPEN |
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Specifications & Purity | Moligand™, ≥98% |
Biochemical and Physiological Mechanisms | Anticonvulsant with unknown mechanism of action; crosses the blood brain barrier; increases GABA concentrations in the brain and reduces excitatory amino acid neurotransmission, perhaps through its effects on voltage-gated calcium channels; exhibits antin |
Shipped In | Normal |
Grade | Moligand™ |
Action Type | ACTIVATOR, MODULATOR |
Mechanism of action | Voltage-gated calcium channel modulator |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
ALogP | -1.1 |
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IUPAC Name | 2-[1-(aminomethyl)cyclohexyl]acetic acid |
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INCHI | InChI=1S/C9H17NO2/c10-7-9(6-8(11)12)4-2-1-3-5-9/h1-7,10H2,(H,11,12) |
InChi Key | UGJMXCAKCUNAIE-UHFFFAOYSA-N |
Canonical SMILES | C1CCC(CC1)(CC(=O)O)CN |
Isomeric SMILES | C1CCC(CC1)(CC(=O)O)CN |
WGK Germany | 3 |
RTECS | GU6496000 |
PubChem CID | 3446 |
Molecular Weight | 171.24 |
Beilstein | 2359739 |
Reaxy-Rn | 2359739 |
Wikipedia | Gabapentin |
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DrugBank Ligand | DB00996 |
CAS Registry No. | 60142-96-3 |
PubChem CID | 3446 |
ChEMBL Ligand | CHEMBL940 |
RCSB PDB Ligand | GBN |
PEP | gabapentin |
DrugCentral Ligand | 1264 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
K2030189 | Certificate of Analysis | Sep 10, 2024 | G122413 |
K2030188 | Certificate of Analysis | Sep 10, 2024 | G122413 |
K2030187 | Certificate of Analysis | Sep 10, 2024 | G122413 |
A2408301 | Certificate of Analysis | Nov 22, 2023 | G122413 |
A2408302 | Certificate of Analysis | Nov 22, 2023 | G122413 |
A2408303 | Certificate of Analysis | Nov 22, 2023 | G122413 |
B2215034 | Certificate of Analysis | Dec 08, 2021 | G122413 |
B2215055 | Certificate of Analysis | Dec 08, 2021 | G122413 |
B2215056 | Certificate of Analysis | Dec 08, 2021 | G122413 |
B2215057 | Certificate of Analysis | Dec 08, 2021 | G122413 |
G2318126 | Certificate of Analysis | Dec 08, 2021 | G122413 |
G2318129 | Certificate of Analysis | Dec 08, 2021 | G122413 |
G2318170 | Certificate of Analysis | Dec 08, 2021 | G122413 |
Melt Point(°C) | 166°C |
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Pictogram(s) | GHS08, GHS07 |
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Signal | Danger |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H360:May damage fertility or the unborn child H361:Suspected of damaging fertility or the unborn child |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P203:Obtain, read and follow all safety instructions before use. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P318:if exposed or concerned, get medical advice. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 3 |
RTECS | GU6496000 |
Reaxy-Rn | 2359739 |
Merck Index | 4319 |
1. Dooley DJ, Mieske CA, Borosky SA. (2000) Inhibition of K(+)-evoked glutamate release from rat neocortical and hippocampal slices by gabapentin.. Neurosci Lett, 280 (2): (107-10). [PMID:10686389] |
2. Dooley DJ, Donovan CM, Pugsley TA. (2000) Stimulus-dependent modulation of [(3)H]norepinephrine release from rat neocortical slices by gabapentin and pregabalin.. J Pharmacol Exp Ther, 295 (3): (1086-93). [PMID:11082444] |
3. Maneuf YP, Hughes J, McKnight AT. (2001) Gabapentin inhibits the substance P-facilitated K(+)-evoked release of [(3)H]glutamate from rat caudial trigeminal nucleus slices.. Pain, 93 (2): (191-6). [PMID:11427331] |
4. Hendrich J, Van Minh AT, Heblich F, Nieto-Rostro M, Watschinger K, Striessnig J, Wratten J, Davies A, Dolphin AC. (2008) Pharmacological disruption of calcium channel trafficking by the alpha2delta ligand gabapentin.. Proc Natl Acad Sci USA, 105 (9): (3628-33). [PMID:18299583] |
5. Mortell KH, Anderson DJ, Lynch 3rd JJ, Nelson SL, Sarris K, McDonald H, Sabet R, Baker S, Honore P, Lee CH et al.. (2006) Structure-activity relationships of alpha-amino acid ligands for the alpha2delta subunit of voltage-gated calcium channels.. Bioorg Med Chem Lett, 16 (5): (1138-41). [PMID:16380257] |
6. Meleine M, Boudieu L, Gelot A, Muller E, Lashermes A, Matricon J, Silberberg C, Theodorou V, Eschalier A, Ardid D et al.. (2016) Comparative effects of α2δ-1 ligands in mouse models of colonic hypersensitivity.. World J Gastroenterol, 22 (31): (7111-23). [PMID:27610021] |
7. Anfuso CD, Olivieri M, Fidilio A, Lupo G, Rusciano D, Pezzino S, Gagliano C, Drago F, Bucolo C. (2017) Gabapentin Attenuates Ocular Inflammation: In vitro and In vivo Studies.. Front Pharmacol, 8 (3): (173). [PMID:28420991] |
8. Gee NS, Brown JP, Dissanayake VU, Offord J, Thurlow R, Woodruff GN. (1996) The novel anticonvulsant drug, gabapentin (Neurontin), binds to the alpha2delta subunit of a calcium channel.. J Biol Chem, 271 (10): (5768-76). [PMID:8621444] |
9. Brown JP, Dissanayake VU, Briggs AR, Milic MR, Gee NS. (1998) Isolation of the [3H]gabapentin-binding protein/alpha 2 delta Ca2+ channel subunit from porcine brain: development of a radioligand binding assay for alpha 2 delta subunits using [3H]leucine.. Anal Biochem, 255 (2): (236-43). [PMID:9451509] |
10. Andresen L et al.. (2014) Gabapentin attenuates hyperexcitability in the freeze-lesion model of developmental cortical malformation.. Neurobiol Dis, 71 (305-16). [PMID:25158291] |