Introduction：Basic information about Gabapentin-lactam CAS 64744-50-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Gabapentin-lactam Basic information
| Product Name: | Gabapentin-lactam |
| Synonyms: | 2-AZA-SPIRO[4.5]DECAN-3-ONE;Gabapentin-lactam;3-AZASPIRO[4.5]DECAN-2-ONE;4,4-PENTAMETHYLENE-2-PYRROLIDINONE;3,3'-PENTAMETHYLENE-4-BUTYROLACTAM;3,3-PENTAMETHYLENE-4-BUTYROLACTAM;beta,beta-pentamethylen-gamma-butyrolactam;3,3-Pentamethylene glutarimide (CDI) or 2-Azaspiro{4,5} decan-3-one |
| CAS: | 64744-50-9 |
| MF: | C9H15NO |
| MW: | 153.22 |
| EINECS: | 451-630-1 |
| Product Categories: | Building Blocks;C4 to C10;Chemical Synthesis;Heterocyclic Building Blocks;Pyrrolidines;(intermediate of gabapentin);Heterocyclic Compounds;Intermediates & Fine Chemicals;Neurochemicals;Pharmaceuticals;INTERMEDIATESOFGABAPENTIN |
| Mol File: | 64744-50-9.mol |
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Gabapentin-lactam Chemical Properties
| Melting point | 84-89 °C(lit.) |
| Boiling point | 181 °C / 13mmHg |
| density | 1.05±0.1 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | Soluble in DMSO (up to 40 mg/ml) |
| form | solid |
| pka | 16.39±0.20(Predicted) |
| color | White |
| Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months. |
| InChI | 1S/C9H15NO/c11-8-6-9(7-10-8)4-2-1-3-5-9/h1-7H2,(H,10,11) |
| InChIKey | JAWPQJDOQPSNIQ-UHFFFAOYSA-N |
| SMILES | O=C1CC2(CCCCC2)CN1 |
| CAS DataBase Reference | 64744-50-9(CAS DataBase Reference) |
Safety Information
| Safety Statements | 22-24/25 |
| WGK Germany | 3 |
| RTECS | CM0120000 |
| HazardClass | IRRITANT |
| HS Code | 29337900 |
| Storage Class | 11 - Combustible Solids |
Gabapentin-lactam Usage And Synthesis
| Description | Gabapentin lactam (CAS 64744-50-9) reduces protein aggregates and improves motor performance in a transgenic mouse model of Huntington’s disease.1 Displays neurotrophic effects, enhancing the formation of dendritic filopodia and inducing a network of F-actin-containing neurites in cultured hippocampal neurons.2 Promotes the survival of cultured central nervous system neurons possibly by opening mitochondrial KATP channels.3 Displays neuroprotective effects in a rat model of acute retinal ischemia.4 |
| Chemical Properties | Gabapentin-lactam is White Solid |
| Uses | Gabapentin-lactam reduces protein aggregates and improves motor performance in a transgenic mouse model of Huntington’s disease. It opens mitochondrial ATP-dependent potassium channels. |
| Uses | Gabapentin Lactam reduces protein aggregates and improves motor performance in a transgenic mouse model of Huntington disease. It opens mitochondrial ATP-dependent potassium channels |
| Uses | These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements. |
| Definition | ChEBI: 2-Azaspiro[4.5]decan-3-one is an azaspiro compound. |
| General Description | Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. |
| References | [1] BIRGIT ZUCKER. Gabapentin-lactam, but not gabapentin, reduces protein aggregates and improves motor performance in a transgenic mouse model of Huntington’s disease.[J]. Naunyn-Schmiedeberg’s archives of pharmacology, 2004, 370 2: 131-139. DOI:10.1007/s00210-004-0959-9
[2] FRANK HENLE. Gabapentin-lactam induces dendritic filopodia and motility in cultured hippocampal neurons.[J]. Journal of Pharmacology and Experimental Therapeutics, 2006, 319 1: 181-191. DOI:10.1124/jpet.106.106146
[3] AMELIE PIELEN. Retinal ganglion cell survival is enhanced by gabapentin-lactam in vitro: evidence for involvement of mitochondrial KATP channels.[J]. Graefe’s Archive for Clinical and Experimental Ophthalmology, 2004, 242 3: 240-244. DOI:10.1007/s00417-004-0872-4
[4] W. LAGRÈZE T F R Müller Velten. The neuroprotective properties of gabapentin-lactam[J]. Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie. Albrecht von Graefe’s archive for clinical and experimental ophthalmology, 2001, 239 1: 845-849. DOI:10.1007/s00417-001-0383-5 |
Gabapentin-lactam Preparation Products And Raw materials
| Raw materials | 1-Carbamoylcyclohexane-1-carboxylic acid-->Cyclohexaneacetic acid, 1-formyl-, ethyl ester-->1,1-Cyclohexanediacetic acid mono amide-->1-CYANOCYCLOHEXANE ACETONITRILE-->1-Cyanocyclohexaneacetic acid-->1-(Nitromethyl)cyclohexaneacetic Acid Ethyl Ester |
