Category: 3685-23-2

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Cytotoxic T lymphocyte epitope analogues containing cis- or trans-4-aminocyclohexanecarboxylic acid residues.Recommanded Product: cis-4-Aminocyclohexane carboxylic acid.

In order to improve the immunotherapeutical potential of H-Cys-Leu-Gly-Gly-Leu-Leu-Thr-Met-Val-OH (CLG) peptide, an Epstein-Barr virus (EBV) subdominant epitope derived from the membrane protein LMP2, we have synthesized and tested CLG analogs containing cis- and/or trans-4-aminocyclohexanecarboxylic acid (ACCA) replacing Gly-Gly and/or Thr-Met dipeptide units. All pseudopeptides were tested for metabolic stability and for their capacity to bind HLA-A2 mols. and to sensitize target cells to lysis. All new compounds exhibited higher enzymic resistance compared to the original CLG and some trans-ACCA-derivatives were able to associate HLA-A2 and to efficiently stimulate CTL responses directed against the CLG natural epitope.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《A suitable solvent for molecular-weight determinations according to Rast》. Authors are Wendt, Gerhard.The article about the compound:cis-4-Aminocyclohexane carboxylic acidcas:3685-23-2,SMILESS:N[C@H]1CC[C@H](CC1)C(O)=O).Related Products of 3685-23-2. Through the article, more information about this compound (cas:3685-23-2) is conveyed.

The lactam (I) of cis-hexahydro-p-aminobenzoic acid (II), m. 196°, results in 3.3-g. yield from 5 g. of the mixture of cis- and trans-II. For the separation of the 2 isomers of II, the hydrogenation product from 4 g. of p-H2NC6H4CO2H in 20 cc. H2O is treated with 180 cc. absolute EtOH to precipitate 1.9 g. crude cis-II, 2 crystallizations of which from dilute EtOH give the pure acid, m. 304-5°, sublimes 210-20°/6 × 10-4 mm.; contrary to the observation of Orthner and Hein (C. A. 27, 4776) the acid melts before sublimation; their transformation of the cis to the trans acid could not be verified. Addition of 400 cc. ether to the filtrate from the cis acid gives (standing 24 hrs.) 1.9 g. crude trans acid; this is purified by solution in 10 cc. H2O and precipitation with 125 cc. absolute EtOH; it m. 186-8° (decomposition), sublimes 210-20°/3 × 10-4 mm. I is a suitable substitute for camphor in the mol.-weight determination according to Rast. The m.-p. lowering constant is 40 (the same as camphor); the molar heat of melting is 1.37 kg.-cal. (for camphor 1.55 kg.-cal.). Because of the solubility in I, it is specially suitable for the determination of the mol. weights of di- and tripeptides (e. g., Me p-aminobenzoyl-p-aminobenzoate, Me p-nitrobenzoyl-p-aminobenzoyl-p-aminobenzoate, leucylglycine, glycylleucine), disaccharides (e. g., saccharose and cellobiose) and nucleosides (e. g., uridine and adenosine), most of which are insoluble in camphor. However, certain compounds (uric acid, creatine, glycylglycine) are insoluble in I.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Related Products of 3685-23-2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Synthesis and biological study of bis(2-chloroethyl) sulfides containing carboxylic groups. 3. Cyclohexylamides of 3(or 4)-chloro-4(or 3)-[(2-chloroethyl)thio]butanoic acids. Author is Rasteikiene, L.; Vektariene, A.; Pociute, N.; Mikulskiene, G.; Valaviciene, J..

Cyclohexylamides Cl(CH2)2SCH(CH2Cl)CH2CONHC6H10R and Cl(CH2)2SCH2CHClCH2CONHC6H10R-4 (C6H10 = cyclohexane moiety, R = H, cis- or trans-CO2H, or -CH2CO2H, cis-β-substituted-DL-Ac-β-Ala-OH) were prepared by addition reaction of butenamides with Cl(CH2)2SCl. The biol. assay shows that the products are less toxic than analogous acids or phenylamides, whereas their antitumor effect remains high.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 3685-23-2, is researched, Molecular C7H13NO2, about Effects of Atractylodes Oil on Inflammatory Response and Serum Metabolites in Adjuvant Arthritis Rats, the main research direction is atractylodes oil effect inflammatory response serum metabolites adjuvant arthritis; AIA; Atractylodes Rhizoma; Atractylodes oil; Metabolomics; Rheumatoid arthritis.Related Products of 3685-23-2.

Atractylodes Rhizoma is one of two principal components in Ermiaosan, a well-known traditional Chinese medicine for the treatment of rheumatoid arthritis (RA). Atractylodes oil (AO) represents a potential alternative treatment for RA. The purpose of this study was to investigate the effect of AO in rats with Adjuvant Arthritis (AA) by exploration of changes in serum metabolites using gas chromatog.-mass spectrometry (GC-MS). Foot thickness and arthritis score, ankle joint pathol. structure, the concentrations of TNF-α, IL-1β, IL-6, IL-17 and the expression of MMPs in ankle joint tissue were measured as indicators of efficacy of treatment using AO. In addition, multivariate statistical anal. was used to identify differential production of metabolites and biomarkers, and to analyze metabolic pathways. The results demonstrate that administration of AO resulted in a good therapeutic effect in the AA rat model, with significantly improved joint swelling, reduced joint score, and inhibition of inflammation, synovial pannus hyperplasia, and bone and cartilage destruction. Furthermore, AO was found to exert its effect against rheumatoid arthritis principally by differentially affecting 11 metabolites and six metabolic pathways, predominantly related to abnormal amino acid metabolism, in addition to energy-related metabolic pathways. This study evaluated the capability of AO to effectively treat AA rats, providing a novel strategy for the treatment of RA.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《A suitable solvent for molecular-weight determinations according to Rast》. Authors are Wendt, Gerhard.The article about the compound:cis-4-Aminocyclohexane carboxylic acidcas:3685-23-2,SMILESS:N[C@H]1CC[C@H](CC1)C(O)=O).Recommanded Product: 3685-23-2. Through the article, more information about this compound (cas:3685-23-2) is conveyed.

The lactam (I) of cis-hexahydro-p-aminobenzoic acid (II), m. 196°, results in 3.3-g. yield from 5 g. of the mixture of cis- and trans-II. For the separation of the 2 isomers of II, the hydrogenation product from 4 g. of p-H2NC6H4CO2H in 20 cc. H2O is treated with 180 cc. absolute EtOH to precipitate 1.9 g. crude cis-II, 2 crystallizations of which from dilute EtOH give the pure acid, m. 304-5°, sublimes 210-20°/6 × 10-4 mm.; contrary to the observation of Orthner and Hein (C. A. 27, 4776) the acid melts before sublimation; their transformation of the cis to the trans acid could not be verified. Addition of 400 cc. ether to the filtrate from the cis acid gives (standing 24 hrs.) 1.9 g. crude trans acid; this is purified by solution in 10 cc. H2O and precipitation with 125 cc. absolute EtOH; it m. 186-8° (decomposition), sublimes 210-20°/3 × 10-4 mm. I is a suitable substitute for camphor in the mol.-weight determination according to Rast. The m.-p. lowering constant is 40 (the same as camphor); the molar heat of melting is 1.37 kg.-cal. (for camphor 1.55 kg.-cal.). Because of the solubility in I, it is specially suitable for the determination of the mol. weights of di- and tripeptides (e. g., Me p-aminobenzoyl-p-aminobenzoate, Me p-nitrobenzoyl-p-aminobenzoyl-p-aminobenzoate, leucylglycine, glycylleucine), disaccharides (e. g., saccharose and cellobiose) and nucleosides (e. g., uridine and adenosine), most of which are insoluble in camphor. However, certain compounds (uric acid, creatine, glycylglycine) are insoluble in I.

If you want to learn more about this compound(cis-4-Aminocyclohexane carboxylic acid)Recommanded Product: 3685-23-2, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(3685-23-2).

Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Quality Control of cis-4-Aminocyclohexane carboxylic acid. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Synthesis of peptidelike derivatives of cis- and trans-4-aminocyclohexanecarboxylic acids containing sarcolysin residues. Author is Karpavicius, K.; Patockiene, L.; Knunyants, I. L..

Mixed-anhydride and dicyclohexylcarbodiimide coupling reactions of N-formysarcolysin and N-(benzyloxycarbonyl)sarcolysin with cis- and trans-4-aminocyclohexanecarboxylic acid esters and subsequent deblocking gave the cis- and trans- sarcolysylaminocyclohexanecarboxylates I (R = H, Et). Condensation of sarcolysin benzyl ester with cis- and trans-4-(benzyloxycarbonylamino)cyclohexancarboxylate and subsequent deblocking gave the cis- and trans-N-(cyclohexylcarbonyl)sarcolysins II.

If you want to learn more about this compound(cis-4-Aminocyclohexane carboxylic acid)Quality Control of cis-4-Aminocyclohexane carboxylic acid, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(3685-23-2).

Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Synthetic Route of C7H13NO2. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Effects of some conformationally restricted GABA analogs on GABA membrane binding and nerve ending transport. Author is Hitzemann, Robert J.; Loh, Horace H..

By using a series of aminocyclopentane- and aminocyclohexanecarboxylic acids, as well as some naturally occurring amino acids, it was possible to determine some aspects of the spatial topog. of the GABA [56-12-2] membrane binding and transport sites in the rat brain. The Na-independent GABA binding site had a different spatial topog. than the Na-dependent binding site in that (±)-trans-3-aminocyclopentanecarboxylic acid (I) [19297-28-0] was 7-fold more potent than (±)-cis-3-aminocyclopentanecarboxylic acid (II) [49805-32-5] in inhibiting Na-independent binding, but only 1.6 times more potent in inhibiting Na-dependent binding. The nerve ending GABA transport site was similar to the Na-dependent GABA binding site in that it accommodated both I and II. However, the transport site differed from the binding site in that II was a potent inhibitor of transport but a weak inhibitor of binding. In addition to the differences in spatial characteristics, differences in the subcellular distribution of Na-independent and Na-dependent binding sites were observed The former were found primarily in the nerve ending-mitochondrial fraction, whereas the latter were primarily found in the microsomal fraction.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Activation of the amide group by acylation. V. Inclusion of amino acid residues into linear and cyclic peptides》. Authors are Antonov, V. K.; Agadzhanyan, Ts. E.; Telesnina, T. R.; Shemyakin, M. M..The article about the compound:cis-4-Aminocyclohexane carboxylic acidcas:3685-23-2,SMILESS:N[C@H]1CC[C@H](CC1)C(O)=O).SDS of cas: 3685-23-2. Through the article, more information about this compound (cas:3685-23-2) is conveyed.

cf. CA 63, 16255f. Dipeptides and lactams acylated at the amide-N by amino acid residues were shown to isomerize to give corresponding linear or cyclic peptides through intermediate azocyclols, which can also undergo dehydration to form acylamidines. The transannular interaction of amide groups in 9-10-membered cyclopeptides can also result in similar acylamidines; such a process takes place during mass spectrometry of cyclopeptides. N-Phthaloylglycylglycine Et ester and azidoacetyl chloride refluxed in MePh 10 hrs. gave after filtration and evaporation 46% N-azidoacetyl-N’-phthaloylglycylglycine Et ester, m. 115-16°. Similarly were prepared 36% N-azidoacetyl-N’-phthaloylglycyl-L-leucine Et ester, m. 118-19°. The former treated with 28% HBr in AcOH overnight in the cold, diluted with Et2O, and the resulting precipitate (I) treated with Et3N in tetrahydrofuran gave 70% N-phthaloylglycylglycylglycine Et ester, m. 228-9°. Similarly was prepared N-phthaloylglycylglycyl-L-leucine Et ester, m. 155-6°. I and H2O in 5 min. gave 73% 2-phthaloylaminomethyl-3-carbethoxymethyl-Δ1-imidazolin-4-one, m. 153-4°. Similarly was obtained 63% 2-phthaloylaminomethyl-3-(1-carbethoxy-3-methylbutyl)-Δ1-imidazolin-4-one, m. 117-18°. Carbobenzoxy-β-alanyl chloride and butyrolactam in Et2O were treated at 5° with Et3N to yield in 1 day at 20° 58% N-carbobenzoxy-β-alanylbutyrolactam (II), m. 94-5°. Similar reaction with valerolactam gave N-carbobenzoxy-β-alanylvalerolactam, m. 60-1°. Similarly was prepared 50% N-carbobenzoxy-β-alanylcaprolactam, m. 60-1°. II hydrogenated over Pd in Et2O gave 38% cyclo(β-alanyl-γ-aminobutyryl) (III), m. 173°, also formed from II by treatment with 27% HBr in AcOH 45 min.; HBr salt m. 119-20°. Similarly was obtained cyclo(β-alanyl-δ-aminovaleryl) (IV), m. 187°, and 61% cyclo(β-alanyl-ε-aminocaproyl) (V), m. 259°. III heated in xylene 1 hr. under azeotropic conditions of H2O removal gave 68% 1,2-trimethylene-6-oxo-1,4,5,6-tetrahydropyrimidine (IIIa), b12 152-4°. IV similarly gave 45% 1,2-tetramethylene-6-oxo-1,4,5,6-tetrahydropyrimidine (IVa), b12 160° (no reaction took place in ο-Cl2C6H4 in 4 hrs. with V). III heated with H2O 5 min. gave 80% N-[1-aza-1-cyclopenten-2-yl]-3-aminopropionic acid (VI), decomposed 186-7°. H2NCH2CH2CO2H in MeOH was treated with O-methylbutyrolactam and gave after heating 10 min. 97% VI. Similarly O-methylvalerolactam gave 95% N-[1-aza-1-cyclohexen-2-yl]-3-aminopropionic acid, m. 186°, which heated with removal of H2O in Cl2C6H4 gave 91% IVa. Similarly O-methylcaprolactam gave 93% N-[1-aza-1-cyclohepten-2-yl]-3-aminopropionic acid, m. 200-1°, which heated in Cl2C6H4 gave 12% cyclo(β-alanyl-ε-aminocapropyl) and 80% 1,2-pentamethylene-6-oxo-1,4,5,6-tetrahydropyrimidine, b10 185-90°, m. 35°. Heating VI in xylene with removal of H2O gave IIIa. The latter kept with H2O 2 days gave VI, while H2O-Ag2O gave 32% VI and 54% cyclo(β-alanyl-γ-aminobutyryl). The above analogs of VI reacted similarly.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Snyder, Kristin R.; Murray, Thomas F.; DeLander, Gary E.; Aldrich, Jane V. published an article about the compound: cis-4-Aminocyclohexane carboxylic acid( cas:3685-23-2,SMILESS:N[C@H]1CC[C@H](CC1)C(O)=O ).Name: cis-4-Aminocyclohexane carboxylic acid. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:3685-23-2) through the article.

4-Aminocyclohexanecarboxylic acid (I) was synthesized by catalytic hydrogenation of p-aminobenzoic acid, and the cis and trans isomers were separated by fractional recrystallization Analogs of dynorphin A(1-13)amide containing cis- and trans-I were prepared by solid-phase peptide synthesis using the 9-fluorenylmethoxycarbonyl (Fmoc) chem. protocol. Results from radioligand binding assays indicated that the peptides have modest affinity for κ opioid receptors and modest κ-receptor selectivity. These analogs containing cis- and trans-I are the first reported dynorphin A analogs constrained in the message sequence that are selective for κ receptors. The analog containing cis-I showed very weak opioid activity in the guinea pig ileum.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Category: chiral-oxygen-ligands. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about cis-4-[[[(2-Chloroethyl)nitrosoamino]carbonyl]methylamino]cyclohexanecarboxylic acid, a nitrosourea with latent activity against an experimental solid tumor. Author is Johnston, Thomas P.; McCaleb, George S.; Rose, William C.; Montgomery, John A..

The title compound (I) was synthesized in five steps from cis-4-aminocyclohexanecarboxylic acid via the N-tosylated intermediate II. I, which is incapable of the facile decomposition that characterizes the clin. useful nitrosoureas, effected a significant cure rate of both early and established murine Lewis lung carcinoma, even though its in vitro half-life was ∼5.5 times that of the unmethylated parent compound This is the first observation of latent activity of a nitrosourea against an exptl. solid tumor.

Here is a brief introduction to this compound(3685-23-2)Category: chiral-oxygen-ligands, if you want to know about other compounds related to this compound(3685-23-2), you can read my other articles.

Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate