Category: 3235-67-4

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 3235-67-4, is researched, SMILESS is OC(=O)CN1CCCCC1, Molecular C7H13NO2Journal, Article, Research Support, N.I.H., Extramural, Bioorganic & Medicinal Chemistry called Synthesis and pharmacological characterization of functionalized 6-piperazin-1-yl-purines as cannabinoid receptor 1 (CB1) inverse agonists, Author is Amato, George S.; Manke, Amruta; Vasukuttan, Vineetha; Wiethe, Robert W.; Snyder, Rodney W.; Runyon, Scott P.; Maitra, Rangan, the main research direction is piperazinyl purine derivative preparation CB1 cannabinoid receptor inverse agonist; ADME; Antagonist; Blood brain barrier; CB1; CB2; Cannabinoid; MDCK; Otenabant; Peripheral; Purine.HPLC of Formula: 3235-67-4.

Antagonists of peripheral type 1 cannabinoid receptors (CB1) may have utility in the treatment of obesity, liver disease, metabolic syndrome and dyslipidemias. We have targeted analogs of the purine inverse agonist otenabant (1) for this purpose. The non-tissue selective CB1 antagonist rimonabant (2) was approved as a weight-loss agent in Europe but produced centrally mediated adverse effects in some patients including dysphoria and suicidal ideation leading to its withdrawal. Efforts are now underway to produce compounds with limited brain exposure. While many structure-activity relationship (SAR) studies of 2 have been reported, along with peripheralized compounds, 1 remains relatively less studied. In this report, we pursued analogs of 1 in which the 4-aminopiperidine group was switched to piperazine group to enable a better understanding of SAR to eventually produce compounds with limited brain penetration. To access a binding pocket and modulate phys. properties, the piperazine was functionalized with alkyl, heteroalkyl, aryl and heteroaryl groups using a variety of connectors, including amides, sulfonamides, carbamates and ureas. These studies resulted in compounds that are potent antagonists of hCB1 with high selectivity for hCB1 over hCB2. The SAR obtained led to the discovery of 65 (Ki=4nM, >1,000-fold selective for hCB1 over hCB2), an orally bioavailable aryl urea with reduced brain penetration, and provides direction for discovering peripherally restricted compounds with good in vitro and in vivo properties.

The article 《Synthesis and pharmacological characterization of functionalized 6-piperazin-1-yl-purines as cannabinoid receptor 1 (CB1) inverse agonists》 also mentions many details about this compound(3235-67-4)HPLC of Formula: 3235-67-4, you can pay attention to it or contacet with the author([email protected]) to get more information.

Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Photolysis of benzyl aminoacetates, published in 1974, which mentions a compound: 3235-67-4, mainly applied to benzyl aminoacetate photolysis singlet; pyrrolidinylacetate benzyl photolysis singlet; piperidinoacetate benzyl photolysis singlet; morpholinoacetate benzyl photolysis singlet, Synthetic Route of C7H13NO2.

The photolysis (Hg lamp, under N at room temperature for 48 hr) of RCH2CO2CH2Ph, (R = Et2N, 1-pyrrolidinyl, piperidino, or morpholino), 0.1M in C6H6, yielded R(CH2)2Ph, RCH2CO2H, AcOCH2Ph, Me2C6H4, Ph(CH2)2Ph, and PhCH2OH. The addition of piperylene, a triplet quencher, had very little effect. Yields in EtOH and MeCN are also tabulated; conversions were 79-100%. Solvent quenching effects support a singlet path for this photoreaction.

The article 《Photolysis of benzyl aminoacetates》 also mentions many details about this compound(3235-67-4)Synthetic Route of C7H13NO2, you can pay attention to it, because details determine success or failure

Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Wolinski, Jerzy; Prokopienko, Grazyna published an article about the compound: 1-Piperidineacetic Acid( cas:3235-67-4,SMILESS:OC(=O)CN1CCCCC1 ).Application In Synthesis of 1-Piperidineacetic 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:3235-67-4) through the article.

The anticholinergic activity of a number of esters of acetic and aminoacetic acid derivatives was assessed as a function of the Schild index value. The highest activity was observed when piperidine was part of the alc. moiety and the acid moiety contained a branched substituent. With branched substituents in both the acid and the alc. moiety, activity decreased markedly. Aminoacetate esters were more active than the analogous acetate esters, the presence of 2 -O-C-C-N- groups in the mol. apparently being the reason behind this observation. 2-(1-Piperidinyl)ethyl diphenylaminoacetate  [102964-41-0] was more active than pipethanate  [4546-39-8].

The article 《Search for anticholinergic compounds. XLV. Structure and pharmacological activity of some esters of alkylamino acids: piperidino-, morpholino-, dicyclohexylamino-, phenylcyclohexylamino-, diphenylamino-, benzylphenylamino-, and benzylcyclohexylaminoacetic acids》 also mentions many details about this compound(3235-67-4)Application In Synthesis of 1-Piperidineacetic Acid, you can pay attention to it, because details determine success or failure

Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Two independent hydrogen bonded complexes of bis(1-piperidiniumacetate) hydrochloride in the crystal and in the PM3 optimized structure, published in 2003-11-30, which mentions a compound: 3235-67-4, mainly applied to piperidiniumacetate hydrochloride preparation crystal structure; mol structure piperidiniumacetate hydrochloride, Electric Literature of C7H13NO2.

Bis(1-piperidiniumacetate) hydrochloride, (PAA)2H+·Cl-, was synthesized and its structure solved by x-ray diffraction. The crystals belong to the triclinic system with two sym. independent H bonded complexes, denoted A and B, at two different inversion centers. The compound crystallizes in space group P1̅ with a 8.559(1), b 9.625(1), c 11.441(1) Å, α 74.85(1), β 68.22(1), γ 84.10(1)°, Z = 2, R = 0.036. Each complex consists of two 1-piperidiniumacetate moieties. Four 1-piperidiniumacetates, as zwitterions, are held together by a network of H bonds O···H···O (2.462(3) and 2.463(3) Å), N-H···O (2.755(2) Å) and N-H···Cl (3.167(2) Å). Both N-H atoms in complex A interact with Cl anions. A number of week C-H···Cl contacts stabilize the three-dimensional crystal structure. In the isolated mol. of (PAA)2H+·Cl- optimized by the PM3 method, there also are two independent H bonded complexes. In complex A the neutral form of 1-piperidineacetic acid interacts with its anionic form, while in complex B the 1-piperidiniumacetic acid, as a cation, forms a H bond with its zwitterionic form. FTIR spectrum of bis(1-piperidiniumacetate) hydrochloride was analyzed and discussed.

After consulting a lot of data, we found that this compound(3235-67-4)Electric Literature of C7H13NO2 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Amato, George S.; Manke, Amruta; Vasukuttan, Vineetha; Wiethe, Robert W.; Snyder, Rodney W.; Runyon, Scott P.; Maitra, Rangan published an article about the compound: 1-Piperidineacetic Acid( cas:3235-67-4,SMILESS:OC(=O)CN1CCCCC1 ).Synthetic Route of C7H13NO2. 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:3235-67-4) through the article.

Antagonists of peripheral type 1 cannabinoid receptors (CB1) may have utility in the treatment of obesity, liver disease, metabolic syndrome and dyslipidemias. We have targeted analogs of the purine inverse agonist otenabant (1) for this purpose. The non-tissue selective CB1 antagonist rimonabant (2) was approved as a weight-loss agent in Europe but produced centrally mediated adverse effects in some patients including dysphoria and suicidal ideation leading to its withdrawal. Efforts are now underway to produce compounds with limited brain exposure. While many structure-activity relationship (SAR) studies of 2 have been reported, along with peripheralized compounds, 1 remains relatively less studied. In this report, we pursued analogs of 1 in which the 4-aminopiperidine group was switched to piperazine group to enable a better understanding of SAR to eventually produce compounds with limited brain penetration. To access a binding pocket and modulate phys. properties, the piperazine was functionalized with alkyl, heteroalkyl, aryl and heteroaryl groups using a variety of connectors, including amides, sulfonamides, carbamates and ureas. These studies resulted in compounds that are potent antagonists of hCB1 with high selectivity for hCB1 over hCB2. The SAR obtained led to the discovery of 65 (Ki=4nM, >1,000-fold selective for hCB1 over hCB2), an orally bioavailable aryl urea with reduced brain penetration, and provides direction for discovering peripherally restricted compounds with good in vitro and in vivo properties.

After consulting a lot of data, we found that this compound(3235-67-4)Synthetic Route of C7H13NO2 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Category: isoxazole. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 1-Piperidineacetic Acid, is researched, Molecular C7H13NO2, CAS is 3235-67-4, about Photolysis of Tertiary Amines in the Presence of CO2: The Paths to Formic Acid, α-Amino Acids, and 1,2-Diamines. Author is Berton, Mateo; Mello, Rossella; Acerete, Rafael; Gonzalez Nunez, Maria Elena.

The photolysis of triethylamine [I] in the presence of carbon dioxide leads to the hydrogenation of CO2, the α-C-C coupling of I, and the CO2 insertion into the α-C-H σ-bond of amine I. This reaction is proposed to proceed through the radical ion pair [R3N•+·CO2•-] generated by the photoionization of amine I and the electron capture by CO2. The presence of lithium tetrafluoroborate in the reaction medium promotes the efficient and stereoselective α-C-C coupling of I by enhancing the production of α-dialkylamino radicals and the isomerization of N,N,N’,N’-tetraethylbutane-2,3-diamine.

After consulting a lot of data, we found that this compound(3235-67-4)Category: isoxazole can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 3235-67-4, is researched, SMILESS is OC(=O)CN1CCCCC1, Molecular C7H13NO2Journal, Article, Chemistry – An Asian Journal called Hydroxamic Acid-Piperidine Conjugate is an Activated Catalyst for Lysine Acetylation under Physiological Conditions, Author is Mizumoto, Shinsuke; Xi, Siqi; Fujiwara, Yusuke; Kawashima, Shigehiro A.; Yamatsugu, Kenzo; Kanai, Motomu, the main research direction is hydroxamic acid piperidine conjugate catalyst lysine acetylation physiol; acylation; catalyst; hydroxamic acid; lysine acetylation; protein modifications.Safety of 1-Piperidineacetic Acid.

Lysine acylation of proteins is an essential chem. reaction for posttranslational modification and as a means of protein modification in various applications. N,N-Dimethyl-4-aminopyridine (DMAP) derivatives are widely-used catalysts for lysine acylation of proteins; however, the DMAP moiety mostly exists in a protonated, and thus deactivated, form under physiol. conditions due to its basicity. An alternative catalytic motif furnishing higher acylation activity would further broaden the possible applications of chem. lysine acylation. We herein report that the hydroxamic acid-piperidine conjugate Ph-HXA is a more active catalytic motif for lysine acetylation than DMAP under physiol. conditions. In contrast to DMAP, the hydroxamic acid moiety is mostly deprotonated under aqueous neutral pH, resulting in a higher concentration of the activated form. The Ph-HXA catalyst is also more tolerant of deactivation by a high concentration of glutathione than DMAP. Therefore, Ph-HXA might be a suitable catalytic motif for target protein-selective and site-selective acetylation in cells.

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Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Safety of 1-Piperidineacetic 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: 1-Piperidineacetic Acid, is researched, Molecular C7H13NO2, CAS is 3235-67-4, about Decarboxylative C-H alkylation of heteroarenes by copper catalysis. Author is Zhu, Xiaolong; Li, Xuan; Li, Xuehao; Lv, Jian; Sun, Kai; Song, Xiuyan; Yang, Daoshan.

Versatile decarboxylative C-H alkylation of heteroarenes was accomplished. In the presence of Cu(OTf)2 and 4,4′-di-tert-butyl-2,2′-bipyridine, a range of heteroarenes, such as imidazo[1,2-a]pyridines, 2-phenylbenzo[d]imidazo[2,1-b]thiazole, 2-phenylindolizine and 4H-chromen-4-one, could be alkylated using diverse alkyl carboxylic acids. This developed protocol will extend the still limited number of copper catalytic decarboxylation couplings, especially in the construction of Csp2-Csp3 bonds. The developed method provided a highly attractive and alternative approach to various alkylating heteroarenes I [R1 = H, Me; R2 = H, 5-Br, 5-MeO; R3 = H, Me; R4 = 2-phenylimidazo[1,2-a]pyridin-3-yl, 2-phenylindolizin-3-yl, [2-(4-methoxyphenyl)imidazo[1,2-a]pyridin-3-yl], etc.], II [R6 = H, Me; R7 = H, Me, Ph; R6R7 = (CH2)5; R4 = 2-phenylimidazo[1,2-a]pyridin-3-yl, [2-(4-methoxyphenyl)imidazo[1,2-a]pyridin-3-yl], 7-chloro-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl, etc.] with good functional group tolerance.

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Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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: 3235-67-4, is researched, Molecular C7H13NO2, about Synthesis of Pyrrolidine Ring-Fused Fullerene Multicarboxylates by Photoreaction, the main research direction is fullerene photoreaction aminopolycarboxylate; pyrrolidine fused fullerene polycarboxylate preparation.Related Products of 3235-67-4.

Aminopolycarboxylic esters react with C60 under photolysis to produce fullerene multicarboxylates. Irradiation of tetra-Me ethylenediaminetetraacetate (EDTA) with C60 yields the EDTA-containing fullerene monoadduct C60(MeOOCCH)2NCH2CH2N(CH2COOMe)2. In addition, several other C60 monoadducts are also isolated and characterized, including compounds due to EDTA fragmentation. Similar results are observed with pentamethyl dimethylenetriaminepentaacetate (DTPA). When partially methylated nitrilotriacetic acid is irradiated with C60, decarboxylation occurs and organodihydrofullerene derivatives such as C60(H)[CH2N(CH2COOMe)2] are formed. Radical mechanisms are proposed for both types of photoreactions. The fullerene derivatives are characterized by their spectroscopic data. Photoreactions of C60 with other analogous mols. also support the conclusions.

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Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of spasmolytic substances. VII. Synthesis of some α-alkyl-α-piperidinoacetic acid esters》. Authors are Klosa, Josef.The article about the compound:1-Piperidineacetic Acidcas:3235-67-4,SMILESS:OC(=O)CN1CCCCC1).Related Products of 3235-67-4. Through the article, more information about this compound (cas:3235-67-4) is conveyed.

Since it had been shown that the α-cyclohexyl-α-piperidinoacetic acid esters have stronger analgetic action than the corresponding α-phenyl compounds, α-isobutyl compounds were prepared and tested. All compounds prepared showed spasmolytic but no analgetic action. α-Phenyl-α-isobutylacetonitrile (I), b. 94-100°, was prepared in 43-g. yield by adding 65 g. Ph(CH2CN drop by drop over a period of 90-120 min. to a well-stirred mixture of 30 g. finely powd. NaNH2 and 80 ml. absolute C6H6 at 30-40° (temperature critical), cooling to 10°, adding 83 g. iso-BuBr drop by drop over 1-2 hrs. at 10-20°, warming 1 hr. at 50-70° and 3 hrs. at 60-70°; cooling, letting stand overnight, adding 200 ml. 25% EtOH, shaking, separating the layers, extracting the aqueous layer with C6H6, washing the combined organic layers with HCl and H2O, drying, evaporating in vacuo, and fractionating the residue. α-Phenyl-α-isobutyl-α-(β-piperidinoethyl)acetonitrile-HCl (II), m. 194-6° (decomposition), was prepared by treating 14 g. I with 8 g. NaNH2 in 120 ml. absolute C6H6 1 hr. at 30°, then 1 hr. at 40° and finally 20 min. at 50-60°, adding finely powd. and dried β-piperidinoethyl chloride, increasing the temperature to 60-70° in 1 hr. and keeping it at 60-70° 2 hrs., boiling 90 min., letting stand overnight, adding 120 ml. H2O, shaking, separating the layers, and extracting the crude II with 2N HCl from the C6H6 solution α-Phenyl-α-isobutyl-α-(β-dimethylaminoethyl)acetonitrile-HCl (III), m. 242-4°, and α-phenyl-α-isobutyl-α-(βdiethylaminoethyl)acetonitrile-HCl, m. 133-5° were prepared like II. The esters of the acids derived from nitriles II, III, and IV (V) were prepared by passing HCl through a solution of 3 g. nitrile in 40-60 ml. of the appropriate alc. 3 hrs. at room temperature, heating on the steam bath to 50-80° while continuing HCl input, letting stand overnight in a closed flask, evaporating excess alc. in vacuo, cooling the residue, making alk. with aqueous alkali, extracting with C6H6, and working up. The following V were prepared (nitrile used, esterifying alc.): II, MeOH; II, EtOH; II, iso-PrOH; III, MeOH; III, EtOH; III, iso-PrOH; IV, MeOH; IV, EtOH; IV, iso-PrOH. No b.ps. are given.

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Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem