35237-37-7

Basic information

• Product Name: (±)-2-aminododecanoic acid
• Synonyms: DL-dodecyline;DL-dodecyline DL-2-AMinododecanoic acid
• CAS NO: 35237-37-7
• Molecular Formula: C₁₂H₂₅NO₂
• Molecular Weight: 215.335
• EINECS: 252-454-6
• Mol File: 35237-37-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 263 °C (decomp)
• Boiling Point: 332.8±25.0 °C(Predicted)
• Appearance: /
• Density: 0.955
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.55±0.24(Predicted)
• CAS DataBase Reference: (±)-2-aminododecanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (±)-2-aminododecanoic acid(35237-37-7)
• EPA Substance Registry System: (±)-2-aminododecanoic acid(35237-37-7)

Safety Data

• Hazardous Substances Data: 35237-37-7(Hazardous Substances Data)

Usage

General Description

(±)-2-aminododecanoic acid is a chemical compound with the molecular formula C12H25NO2. It is an amino acid derivative and is commonly used in the synthesis of peptides and other organic compounds. It is known for its ability to modify the properties of other molecules and can be used as a building block for creating new materials. (±)-2-aminododecanoic acid has potential applications in the pharmaceutical industry for the development of new drugs and in the field of materials science for creating novel materials with specific properties. Additionally, it has been studied for its potential antibacterial and antifungal properties, making it a compound of interest for medical and agricultural applications.

Upstream product

• 111-56-8 2-bromododecanoic acid 
• 6955-17-5 Acetamino-decyl-malonsaeure-diaethylester 
• 129592-92-3 ethyl N-(trifluoroacetyl)-2-aminododecanoate 
• 188591-74-4 2-(2,2,2-Trifluoro-acetylamino)-dodecanoic acid tert-butyl ester 
• 143-15-7 1-dodecylbromide 
• 1068-90-2 2-acetylaminomalonic acid diethyl ester 
• 112-29-8 1-bromo dodecane 
• 143-07-7 lauric acid 
• 6974-87-4 ethyl 2-bromododecanoate 

Downstream Products

• 107917-70-4 (+/-)-2-Acetamino-dodecansaeure-(1) 
• 66398-12-7 (+/-)-(benzyloxycarbonyl)-α-aminododecanoic acid 
• 169106-36-9 (R)-2-aminododecanoic acid 
• 169106-34-7 (S)-2-aminododecanoic acid 
• 70267-25-3 (R)-2-hydroxy-dodecanoic acid 
• 168965-95-5 benzyl-R-α-hydroxy-n-dodecanoate 
• 1027301-74-1 (S)-2-{[2-(2-Amino-3-hydroxy-propyl)-phenyl]-methyl-amino}-dodecanoic acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 66398-13-8 (+/-)-p-nitrophenyl N-(benzyloxycarbonyl)-α-aminododecanoic acid 
• 1300713-55-6 C₁₂H₂₅NO₂*C₁₈H₃₇N₅O₉ 

Relevant articles and documents

2-Aminohydroxamic acid derivatives as inhibitors of Bacillus cereus phosphatidylcholine preferred phospholipase C PC-PLCBc

Phosphatidylcholine preferring phospholipase C (PC-PLC) is an important enzyme that plays a key role in a variety of cellular events and lipid homoeostases. Bacillus cereus phospholipase C (PC-PLCBc) has antigenic similarity with the elusive mammalian PC-PLC, which has not thus far been isolated and purified. Therefore the discovery of inhibitors of PC-PLC Bc is of current interest. Here, we describe the synthesis and biological evaluation of a new type of compounds inhibiting PC-PLCBc. These compounds have been designed by evolution of previously described 2-aminohydroxamic acid PC-PLCBc inhibitors that block the enzyme by coordination of the zinc active site atoms present in PC-PLCBc [Gonzalez-Roura, A.; Navarro, I.; Delgado, A.; Llebaria, A.; Casas, J. Angew. Chem. Int. Ed. 2004, 43, 862]. The new compounds maintain the zinc coordinating groups and possess an extra trimethylammonium function, linked to the hydroxyamide nitrogen by an alkyl chain, which is expected to mimic the trimethylammonium group of the phosphatidylcholine PC-PLCBc substrates. Some of the compounds described inhibit the enzyme with IC 50's in the low micromolar range. Unexpectedly, the most potent inhibitors found are those that possess a trimethylammonium group but have chemically blocked the zinc coordinating functionalities. The results obtained suggest that PC-PLCBc inhibition is not due to the interaction of compounds with the phospholipase catalytic zinc atoms, but rather results from the inhibitor cationic group recognition by the PC-PLCBc amino acids involved in choline lipid binding.

Syntheses of polycationic dendrimers on lipophilic peptide core for complexation and transport of oligonucleotides

Synthesis of novel polycationic lipophilic peptide core(s) was accomplished and these agents successfully transfected human retinal pigment epithelium cells with ODN1 upon complexation with the oligonucleotide. The level of transfection was indirectly measured by the decreased production of the protein hVEGF (human vascular endothelial growth factor) in comparison to the transfection agent cytofectin GSV.

Chemoselective N-deprotection of tert-butyl 2-(trifluoroacetylamino) esters under PTC conditions: Synthesis of tert-butyl 2-aminocarboxylates

Trifluoroacetamide 1 is alkylated in good yields (77-83%) by tert-butyl 2-bromocarboxylates 3 under solid-liquid phase transfer catalysis (PTC) conditions [anhydrous K2CO3, triethyl(benzyl)ammonium chloride (TEBA; 10%), MeCN, 80°C]. The resulting tert-butyl 2-(trifluoroacetylamino) carboxylates 5 are chemoselectively hydrolysed in 75-95% yields to the corresponding tert-butyl 2-amino carboxylates, isolated as hydrochlorides 8, under liquid-liquid PTC conditions [CH2Cl2 or Et2O, aqueous 20% KOH, TEBA (10%), 25-40°C].