Tag: M.W:100-200

Product Details of 18436-73-2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 4-Chloro-8-methylquinoline, is researched, Molecular C10H8ClN, CAS is 18436-73-2, about C(sp3)-H amination of 8-methylquinolines with azodicarboxylates under Rh(III) catalysis: cytotoxic evaluation of quinolin-8-ylmethanamines. Author is Jeong, Taejoo; Mishra, Neeraj Kumar; Dey, Prasanta; Oh, Hyunjung; Han, Sangil; Lee, Suk Hun; Kim, Hyung Sik; Park, Jihye; Kim, In Su.

The rhodium(III)-catalyzed C(sp3)-H amination reaction of 8-methylquinolines and azodicarboxylates is described. A cationic rhodium catalyst in the presence of lithium acetate and lithium carbonate was found to be an optimal catalytic system for the construction of quinolin-8-ylmethanamine derivatives, which were evaluated for in vitro cytotoxicity against human breast adenocarcinoma cells (MCF-7) and human prostate adenocarcinoma cells (LNCaP).

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Derivatives of pyridine and quinoline. LII. Synthesis of 2,4-dimethyl-3-hydroxy-5-(hydroxymethyl)pyridine (4-desoxyadermine)》. Authors are van Wagtendonk, H. M.; Wibaut, J. P..The article about the compound:5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloridecas:148-51-6,SMILESS:OC1=C(C)C(CO)=CN=C1C.[H]Cl).SDS of cas: 148-51-6. Through the article, more information about this compound (cas:148-51-6) is conveyed.

cf. C. A. 35, 5112.3. NCCH2CONH2 and CH2Ac2 with piperidine in EtOH at 80° give 87% of 4,6-dimethyl-3-cyano-2-pyridone (I), m. 293° (corrected); with HNO3 (d. 1.52) in Ac2O at 5°, I gives a crude yield of 40-6% of the 5-NO2 derivative which with PCl5 in PhCl gives 24-8% of 2,4-dimethyl-3-nitro-5-cyano-6-chloropyridine (II), yellow, m. 114-15°. Catalytic reduction of II with Pd-C in 96% EtOH gives 81.4% of 2,4-dimethyl-3-amino-5-cyano-6-chloropyridine, m. 149-9.2° (corrected); further reduction with Pd-C catalyst in AcOH-AcONa at room temperature gives 2,4-dimethyl-3-amino-5-(aminomethyl)pyridine, characterized as the dipicrate, m. 244° (decomposition), and the di-HCl salt (III), with 1 mol. H2O, does not m. 300°. Reaction of III in 2 N H2SO4 with NaNO2 at 80° gives 2,4-dimethyl-3-hydroxy-5-(hydroxymethyl)pyridine (4-desoxyadermine), isolated as the HCl salt, m. 257°.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The relation between iodine-131 metabolism, tumor growth, and regression》. Authors are Scott, Kenneth G.; Daniels, Marie B..The article about the compound:5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloridecas:148-51-6,SMILESS:OC1=C(C)C(CO)=CN=C1C.[H]Cl).Application of 148-51-6. Through the article, more information about this compound (cas:148-51-6) is conveyed.

Ability of tumors to alter the normal metabolic pathway of I131 and compounds labeled with it (iodide-trapping syndrome) (I) is characterized by higher than normal retention of I131 by skin, muscle, gastrointestinal tract, and plasma, and a lower than normal thyroid uptake and urinary excretion of I131. I was elicited in rats by isografts and homografts of a transmissible fibrosarcoma, but not by homoiografts (which regressed after 5-7 days of growth). The data suggest that local and systemic I parallels progressive tumor growth and is absent in tumor implants destined to regress.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Preparation of o-dialkylbenzene》. Authors are Ogawa, Masaya; Tanaka, Giichi.The article about the compound:5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloridecas:148-51-6,SMILESS:OC1=C(C)C(CO)=CN=C1C.[H]Cl).Reference of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride. Through the article, more information about this compound (cas:148-51-6) is conveyed.

1-Butyl-1-cyclohexene (45 g.) was oxidized 2 h. below 45° with 275 g. 80% HCO2H and with 50 g. 30% H2O2, the mixture neutralized and extracted with EtOAc, and the extract distilled to give 26 g. 1-butyl-l,2-cyclohexanediol (I), b2 115-18°. I (10 g.) in 50 cc. EtOH refluxed 30 min. with 0.5 cc. H2SO4, and the mixture distilled gave 4 g. 2-butylcyclohexanone (II), b7 76-8°. II was also prepared (51%) starting with 2-chlorocyclohexanone. II (0.5 mol) and 1 mol RMgX mixed at 0°, refluxed 5-7 h. at 30-5°, and distilled gave the following 1-alkyl-2-butylcyclohexanol (III) (alkyl, b.p./mm., d20, nD20, and % yield given): Bu, 115-17°/3.5, 0.8989, 1.4679, 43.2; octyl, 155-7°/4, 0.8850, 1.4683, 40; dodecyl, 184-5°/1, -, -, 37.4 (m. 46.5-7.5°). III heated 5 h. on oil bath with iodine and the product washed with 1% aqueous Na2S2O3 and distilled gave the following 1-alkyl-2-butyl-l-cyclohexenes (IV) (alkyl, b.p./mm., d20, nD20, and % yield given): Bu, 82-5°/3, 0.8410, 1.4635, 68.5; octyl, 148-51°/6, 0.8407, 1.4654, 85; dodecyl, 161-5°/1, 0.8407, 1.4654, 82.1. The IV were dehydrogenated over Pd-C at 220-80° to give the following 1-alkyl-2-butylbenzene (alkyl, b.p., d20, nD20, and % yield given): Bu, 256-7°, 0.8553, 1.4826, 57; octyl, 305-7°, 0.8570, 1.4827, 69; dodecyl, 358-9°, 0.8579, 1.4820, 46.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

COA of Formula: C5H14Cl2N2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Piperidin-4-amine dihydrochloride, is researched, Molecular C5H14Cl2N2, CAS is 35621-01-3, about Efficient and Scalable Method for the Selective Alkylation and Acylation of Secondary Amines in the Presence of Primary Amines. Author is Laduron, Frederic; Tamborowski, Vanessa; Moens, Luc; Horvath, Andras; De Smaele, Dirk; Leurs, Stef.

Selective substitution of secondary amines in the presence of primary amines is performed by using the reaction solvent, Me isobutylketone (MIBK), as a temporary protecting group for the primary amine. After acylation or alkylation of the secondary amine, the resulting imine intermediate is smoothly hydrolyzed, leading to the free primary amine in high yield and purity. This procedure represents a cheap and scalable alternative to multistep methods requiring several protections and deprotections.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride( cas:148-51-6 ) is researched.SDS of cas: 148-51-6.Shtyrlin, N. V.; Vafina, R. M.; Pugachev, M. V.; Khaziev, R. M.; Nikitina, E. V.; Zeldi, M. I.; Iksanova, A. G.; Shtyrlin, Yu. G. published the article 《Synthesis and biological activity of quaternary phosphonium salts based on 3-hydroxypyridine and 4-deoxypyridoxine》 about this compound( cas:148-51-6 ) in Russian Chemical Bulletin. Keywords: hydroxypyridine quaternary phosphonium salt preparation antibacterial antitumor activity; deoxypyridoxine quaternary phosphonium salt preparation antibacterial antitumor activity. Let’s learn more about this compound (cas:148-51-6).

Methods for the synthesis of quaternary phosphonium salts based on 3-hydroxypyridine, e.g., I (HCl salt), and 4-deoxypyridoxine were developed. Some of obtained compounds possess high antibacterial and antitumor activity in vitro.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Product Details of 120099-61-8. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: (S)-3-Methoxypyrrolidine, is researched, Molecular C5H11NO, CAS is 120099-61-8, about Identification of a New Series of Potent Adenosine A2A Receptor Antagonists Based on 4-Amino-5-carbonitrile Pyrimidine Template for the Treatment of Parkinson’s Disease. Author is Yang, Zhaohui; Li, Linlang; Zheng, Jiyue; Ma, Haikuo; Tian, Sheng; Li, Jiajun; Zhang, Hongjian; Zhen, Xuechu; Zhang, Xiaohu.

Adenosine receptor A2A antagonists have emerged as potential treatment for Parkinson’s disease in the past decade. The authors have recently reported a series of adenosine receptor antagonists using heterocycles as bioisosteres for a potentially unstable acetamide. These compounds, while showing excellent potency and ligand efficiency, suffered from moderate cytochrome P 450 inhibition and high clearance. Here the authors report a new series of adenosine receptor A2A antagonists based on a 4-amino-5-carbonitrile pyrimidine template. Compounds from this new template exhibit excellent potency and ligand efficiency with low cytochrome P 450 inhibition. Although the clearance remains moderate to high, the leading compound, when dosed orally as low as 3 mg/kg, demonstrated excellent efficacy in the haloperidol induced catalepsy rat model for Parkinson’s disease.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The inhibition of growth of sarcoma 180 by combinations of vitamin B6 antagonists and acid hydrazides》. Authors are Brockman, R. Wallace; Thomson, J. Richard; Schabel, Frank M. Jr.; Skipper, Howard E..The article about the compound:5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloridecas:148-51-6,SMILESS:OC1=C(C)C(CO)=CN=C1C.[H]Cl).HPLC of Formula: 148-51-6. Through the article, more information about this compound (cas:148-51-6) is conveyed.

Deoxypyridoxine-HCl (I) and deoxypyridoxine phosphate (II) significantly restricted growth of sarcoma 180 in mice on a diet deficient in vitamin B6 (III), but not in mice on a complete diet. Many compounds of the acid hydrazide type also restricted growth of the sarcoma on a diet deficient in III, but none except 1,5-diaminobiuret at high dosage levels affected the tumor in mice on a complete diet. Combinations of II with acid hydrazides were more inhibitory to the tumor in mice on a complete diet than were combinations of I with acid hydrazides. The same combinations given to mice deficient in III resulted in severe restriction of tumor growth. Vitamins of the III group, i.e., pyridoxine-HCl, pyridoxamine-HCl, pyridoxal-HCl, and pyridoxal phosphate (IV), almost completely prevented the tumor-inhibiting effect of the combinations. Spectrophotometric studies demonstrated ability of the representative acid hydrazides to react with IV. The observed ability of acid hydrazides to enhance the inhibition of sarcoma 180 produced by III-deficiency and III-antagonists is attributed to formation of an inactive conjugate between the acid hydrazides and IV.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Piperidin-4-amine dihydrochloride(SMILESS: NC1CCNCC1.[H]Cl.[H]Cl,cas:35621-01-3) is researched.Safety of 5-Methylfuran-2(3H)-one. The article 《Putrescine or spermidine binding site of aminopropyltransferases and competitive inhibitors》 in relation to this compound, is published in Biochemical Pharmacology. Let’s take a look at the latest research on this compound (cas:35621-01-3).

A model of the active site of aminopropyltransferases was proposed based on the study of a number of monoamino and diamino compounds as potential inhibitors and substrates, resp., of spermidine synthase purified from pig liver. The active site seems to have a relatively large hydrophobic cavity adjacent to a neg. charged site, to which a protonated amino group of putrescine binds, with another amino group of putrescine being situated in the hydrophobic cavity as a free form to be aminopropylated by decarboxylated S-adenosylmethionine. On the basis of the above-mentioned model, another modified one was proposed for spermine synthase, and several compounds designed according to the modified model were found to potently inhibit spermine synthase, purified from rat brain, in competition with spermidine. The newly developed inhibitors were about two orders of magnitude more potent in vitro than a known inhibitor of spermine synthase, dimethyl(5′-adenosyl)sulfonium perchlorate.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Serwa, Remigiusz; Nam, Tae-gyu; Valgimigli, Luca; Culbertson, Sean; Rector, Christopher L.; Jeong, Byeong-Seon; Pratt, Derek A.; Porter, Ned A. published the article 《Preparation and Investigation of Vitamin B6-Derived Aminopyridinol Antioxidants》. Keywords: aminopyridinol preparation antioxidant.They researched the compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride( cas:148-51-6 ).Reference of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:148-51-6) here.

3-Pyridinols bearing amine substitution para to the hydroxylic moiety have previously been shown to inhibit lipid peroxidation more effectively than typical phenolic antioxidants, for example, α-tocopherol. We report here high-yielding, large-scale syntheses of mono- and bicyclic aminopyridinols from pyridoxine hydrochloride (i.e., vitamin B6). This approach provides straightforward, scaleable access to novel, potent, mol. scaffolds whose antioxidant properties have been investigated in homogeneous solutions and in liposomal vesicles. These mol. aggregates mimic cell membranes that are the targets of oxidative damage in vivo.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia