Introduction：Basic information about Cycloleucine CAS 52-52-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Cycloleucine Basic information
| Product Name: | Cycloleucine |
| Synonyms: | RARECHEM AK HD C019;TIMTEC-BB SBB004230;1-amino-cyclopentanecarboxylicaci;Amino-1-cyclopentanecarboxylic acid;CB 1639;cb1639;Cycloleucin;Cyclopentanecarboxylic Acid, 1-amino-, L- |
| CAS: | 52-52-8 |
| MF: | C6H11NO2 |
| MW: | 129.16 |
| EINECS: | 200-144-6 |
| Product Categories: | Amino Acids;pharmacetical;Amino Acids;Amino Acids & Derivatives;Cycloalkanes;Pyridines;amino |
| Mol File: | 52-52-8.mol |
|
Cycloleucine Chemical Properties
| Melting point | 320 °C (dec.) (lit.) |
| Boiling point | 239.22°C (rough estimate) |
| density | 1.1426 (rough estimate) |
| refractive index | 1.4827 (estimate) |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | DMSO: < 1 mg/mL (ultrasonic) (insoluble or slightly soluble) |
| pka | 2.38±0.20(Predicted) |
| form | Crystalline Flakes or Powder |
| color | White to beige |
| Water Solubility | 5 g/100 mL |
| Merck | 14,2734 |
| BRN | 636626 |
| Major Application | peptide synthesis |
| InChI | 1S/C6H11NO2/c7-6(5(8)9)3-1-2-4-6/h1-4,7H2,(H,8,9) |
| InChIKey | NILQLFBWTXNUOE-UHFFFAOYSA-N |
| SMILES | NC1(CCCC1)C(O)=O |
| CAS DataBase Reference | 52-52-8(CAS DataBase Reference) |
| NIST Chemistry Reference | Cyclopentanecarboxylic acid, 1-amino-(52-52-8) |
| EPA Substance Registry System | Cyclopentanecarboxylic acid, 1-amino- (52-52-8) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 22 |
| Safety Statements | 22-24/25 |
| RIDADR | UN 2811 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | GY2625000 |
| TSCA | TSCA listed |
| HazardClass | 6.1 |
| PackingGroup | III |
| HS Code | 29224999 |
| Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects |
| Hazard Classifications | Acute Tox. 3 Oral |
| Hazardous Substances Data | 52-52-8(Hazardous Substances Data) |
| Toxicity | LD50 oral in rat: 290mg/kg |
Cycloleucine Usage And Synthesis
| Chemical Properties | WHITE TO BEIGE CRYSTALLINE FLAKES OR POWDER |
| Uses | NMDA receptor antagonist, inhibits nucleic acid methylation; adrenergic agonist |
| Uses | Cycloleucine can be used as a building block to synthesize:
- Phosphonylmethylaminocyclopentane-1-carboxylic acid by reacting with paraformaldehyde and diethylphosphite via Kabachnik-Field′s reaction.
- Benzo[b]thiophene-2-carboxylic acid {1-[1-(R)-(3-morpholin-4-ylpropylcarbamoyl)-2-phenylethylcarbamoyl]cyclopentyl}-amide, (MEN14268) as potential tachykinin NK2 receptor antagonist.
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| Uses | Cycloleucine is a synthetic amino acid used in numerous biochemical transport studies |
| Definition | ChEBI: A non-proteinogenic alpha-amino acid that is cyclopentane substituted at position 1 by amino and carboxy groups. |
| General Description | Cycloleucine is a nonmetabolizable amino acid widely used as a building block in peptide synthesis. |
| reaction suitability | reaction type: solution phase peptide synthesis |
| Purification Methods | Any Cl -or other anions are removed by stirring with a strong cation exchange resin (Amberlite IR-120), filtering, and washing with distilled H2O until the filtrate is free from the anion. The resin is then stirred overnight with 6N NH4OH, filtered, the filtrate is decolourised (charcoal) and evaporated to dryness in a vacuum. The residue is recrystallised from H2O/EtOH. Also crystallise it from aqueous EtOH. The hydrochloride has m 222-224o(dec). [Neelakantan & Hartung J Org Chem 23 967 1958, Connors & Ross J Chem Soc 2119 1960. O’Donnell et al. Synthesis 127 1984, Beilstein 14 IV 974.] |
Cycloleucine Preparation Products And Raw materials
| Preparation Products | Methyl 1-amino-1-cyclopentanecarboxylate-->Methyl 1-amino-1-cyclopentanecarboxylate hydrochloride |
