Category: 101-98-4

Clerici, Angelo published the artcileA New One-Pot, Four-Component Synthesis of 1,2-Amino Alcohols: TiCl₃/t-BuOOH-Mediated Radical Hydroxymethylation of Imines, Computed Properties of 101-98-4, the publication is Organic Letters (2008), 10(21), 5063-5066, database is CAplus and MEDLINE.

An amine, an aldehyde, and methanol can be readily assembled in one pot under very mild conditions through a free-radical multicomponent reaction by using an aqueous acidic TiCl₃/t-BuOOH system to afford 1,2-amino alcs. in fair to excellent yields.

Organic Letters published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, Computed Properties of 101-98-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Hayashi, Yoshiyuki published the artcilePreparation of tertiary amines having different substituents from quaternary 2-hydroxyethylammonium salts, Related Products of alcohols-buliding-blocks, the publication is Yukagaku (1987), 36(6), 409-12, database is CAplus.

N,N-Disubstituted ethanolamines readily and quant. reacted with alkyl halides to give quaternary 2-hydroxyethylammonium halides. The quaternary salts, when treated with a small excess of KOH at 120°, afforded tertiary amines in high yields, accompanied by the evolution of ethylene oxide. Thus, Me(CH₂)₉NMeCH₂CH₂OH was treated with PhCH₂Cl to give 93% PhCH₂[Me(CH₂)₉]N⁺MeCH₂CH₂OH Cl^–, which was heated at 120° with KOH to give 90% Me(CH₂)₉NMeCH₂Ph. N,N-Dimethylalkylamines were also prepared quant. in a one-pot reaction procedure from N,N-dimethylethanolamine and alkyl halides.

Yukagaku published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Beliaev, Alexandre published the artcileSynthesis and structure-activity relationships of ionizable 1,3,4-oxadiazol-2(3H)-ones as peripherally selective FAAH inhibitors with improved aqueous solubility, Product Details of C10H15NO, the publication is Pure and Applied Chemistry (2016), 88(4), 341-347, database is CAplus.

Novel 5-(2,4-difluorophenoxy)-3-aryl-1,3,4-oxadiazol-2(3H)-ones were prepared and in vivo SAR were discussed. Ionizable substituents on the N-Ph ring provided compounds with significantly improved aqueous solubility In addition, these analogs retained equivalent or improved potency against FAAH enzyme compared to the parent phenols. FAAH inhibition by the 2-(piperazin-1-yl)ethyl and 3-(piperazin-1-yl)propyl derivatives was confined to the periphery in mice (30 mg/kg), whereas hepatic FAAH activity was inhibited by over 90%.

Pure and Applied Chemistry published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, Product Details of C10H15NO.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Qudrat-i-Khuda, M. published the artcileInvestigations on Ocimum gratissimum. II. Characterization of gratissimin and gratissimic acid, Related Products of alcohols-buliding-blocks, the publication is Sci. Res. (Dacca, Pakistan) (1965), 2(1/2), 8-10, database is CAplus.

cf. CA 62, 81191g. Reduction of gratissimum C₂₀H₂O₄ (I) with Li-AlH₄ has given a diol, C₁₈H₂₀O₂, m.p. 104 °, which forms ditoluene-p-sulfonyl derivative, m.p. 184°, confirms the mol. formula and evidence the presence of 2 COOCH₃ groups in the mol. Acetic anhydride converts gratissimic acid (II) into a crystalline anhydride, m.p. 187°. Oxidation of II with KMnO₄ has afforded a high yield of benzoic acid. Results indicate that I is dimethyl ester of α-truxillic acid (III) and II is identical with this acid, which has been confirmed by comparing these compounds with III and its dimethyl ester prepared from trans-cinnamic acid.

Sci. Res. (Dacca, Pakistan) published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Bastien, Dominic published the artcileFragment-Based Design of Symmetrical Bis-benzimidazoles as Selective Inhibitors of the Trimethoprim-Resistant, Type II R67 Dihydrofolate Reductase, Recommanded Product: 2-(Benzyl(methyl)amino)ethanol, the publication is Journal of Medicinal Chemistry (2012), 55(7), 3182-3192, database is CAplus and MEDLINE.

The continuously increasing use of trimethoprim as a common antibiotic for medical use and for prophylactic application in terrestrial and aquatic animal farming has increased its prevalence in the environment. This has been accompanied by increased drug resistance, generally in the form of alterations in the drug target, dihydrofolate reductase (DHFR). The most highly resistant variants of DHFR are known as type II DHFR, among which R67 DHFR is the most broadly studied variant. We report the first attempt at designing specific inhibitors to this emerging drug target by fragment-based design. The detection of inhibition in R67 DHFR was accompanied by parallel monitoring of the human DHFR, as an assessment of compound selectivity. By those means, small aromatic mols. of 150-250 g/mol (fragments) inhibiting R67 DHFR selectively in the low millimolar range were identified. More complex, sym. bis-benzimidazoles and a bis-carboxyphenyl were then assayed as fragment-based leads, which procured selective inhibition of the target in the low micromolar range (K_i = 2-4 μM). The putative mode of inhibition is discussed according to mol. modeling supported by in vitro tests.

Journal of Medicinal Chemistry published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, Recommanded Product: 2-(Benzyl(methyl)amino)ethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Rosen, G. M. published the artcileNeuromuscular blocking activity of a series of β-haloethylamines, Synthetic Route of 101-98-4, the publication is Archives Internationales de Pharmacodynamie et de Therapie (1973), 204(2), 242-51, database is CAplus and MEDLINE.

The degree of irreversible neuromuscular blockade caused by 6 β-haloethylamines that exist in equilibrium between the linear from RNMeCH2CH2Cl and the aziridinium chloride form I, depends on the stability of the aziridinium ion. Thus when the aziridinium ion is either conjugated with the aromatic ring, such as in 2-chloroethylmethylphenylamine [1669-85-8], or separated from it by methylene groups to minimize interaction with the aromatic/ring the compounds act as reversible blocking agents. Irreversible blockade is produced by compounds, such as benzyl(2-chloroethyl)methoxyethylamine [50283-06-2] in which the aziridinium ion is stabilized by interaction with the non-bonding electrons, the ether O, or with the π-electrons of the aromatic ring.

Archives Internationales de Pharmacodynamie et de Therapie published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, Synthetic Route of 101-98-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Cheng, Yun-Xing published the artcileSynthesis and binding of 6,7,8,9-tetrahydro-5H-pyrido[3,4-d]azepine and related ring-opened analogs at central nicotinic receptors, Recommanded Product: 2-(Benzyl(methyl)amino)ethanol, the publication is European Journal of Medicinal Chemistry (1999), 34(2), 177-190, database is CAplus.

6,7,8,9-Tetrahydro-5H-pyrido[3,4-d]azepine (I) and its N₇-Me derivative were synthesized and evaluated as potential nicotinic acetylcholinergic receptor (nAChR) ligands. On the basis that 6,7,8,9-tetrahydro-5H-pyrido[3,4-c]azepine, which binds to nAChR with low affinity (K_i = 1100 nM), possesses an inter-nitrogen distance (4.6 Å) that may be less than optimal, I was designed due to its similar shape but longer inter-nitrogen distance (5.5 Å). Compound I (K_i = 46 nM) was found to bind with enhanced affinity. However, unlike what is seen with nornicotine/nicotine, N-methylation of I reduced affinity (K_i = 268 nM) rather than enhancing it. The results suggest that the title compounds may interact at nicotine receptors in a manner that is somewhat different from that of nicotine. Ring-opening of the pyrido[3,4-d]azepine ring led to a series of 3-(2-aminoethyl)pyridines that retained the affinity of the cyclic compound Subsequent modification, including further chain lengthening (e.g. (aminopropyl)pyridine derivatives) and introduction of unsaturation, ultimately led to the development of a series of 3-(2-aminoethoxy)pyridine derivatives Simple N-substituted derivatives of 3-(2-aminoethoxy)pyridine were found to bind with K_i values of 20 to 35 nM. Because parallel structural changes in several series of related compounds did not result in parallel shifts in nAChR affinity, it is unlikely that all the investigated compounds bind in a similar fashion at these receptors. Nevertheless, some of these compounds represent novel classes of nAChR ligands.

European Journal of Medicinal Chemistry published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, Recommanded Product: 2-(Benzyl(methyl)amino)ethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Brufani, Mario published the artcileSynthesis of phenothiazine derivatives as potential inhibitors of phospholipase C, Recommanded Product: 2-(Benzyl(methyl)amino)ethanol, the publication is Farmaco (1992), 47(5), 585-97, database is CAplus and MEDLINE.

In order to study the structure-activity relationships of phenothiazine derivatives (I, e.g., R = H, Cl, or CF₃, NHR¹R² = Me₂NH, EtNH₂, morpholino, methylpiperazino, dicyclohexylamino) inhibiting phosphatidylinositol-specific phospholipase C (PI-PLC), the synthesis of some phenothiazine amide, amine and ester derivatives was performed mainly by reacting 10H-phenothiazine-10-propanoyl chloride with some amines and alcs.; the resulting amides were reduced with borane to yield the corresponding amines. Starting from 2-chloro and 2-trifluoromethyl-10H-phenothiazine-10-propanoyl chloride two amides were synthesized. The inhibiting activity on PI-PLC from human platelets is reported. Structure-activity relations are discussed.

Farmaco published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, Recommanded Product: 2-(Benzyl(methyl)amino)ethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Arrowsmith, John E. published the artcileLong-acting dihydropyridine calcium antagonists. 1. 2-Alkoxymethyl derivatives incorporating basic substituents, Safety of 2-(Benzyl(methyl)amino)ethanol, the publication is Journal of Medicinal Chemistry (1986), 29(9), 1696-702, database is CAplus and MEDLINE.

Aminoalkoxymethyldihydropyridines I [R = Ph, substituted Ph, 1-naphthyl, 2-thienyl, 4-pyridyl; R¹ = (un)substituted NH₂; n = 2, 3] were prepared from RCHO, R¹(CH₂)_nOCH₂COCH₂CO₂Et, and H₂NCMe:CHCO₂Me or via I (R = N₃, phthalimido). Their potencies as Ca antagonists were determined I (R = 2-ClC₆H₄, R¹ = NH₂, n = 2) (amlodipine) was comparable in potency to nifedipine and had an elimination half-life of 30 h in dogs. Oral bioavailability approached 100%, and hemodynamic responses were gradual in onset and long-lasting in effect. The two enantiomers were prepared; the bulk of the activity resided with the (-)-isomer. X-ray crystallog. studies, carried out on I (R = 2-ClC₆H₄, R = morpholinosulfonyl, n = 2) suggest the existence of a weak H bond between the side-chain O and the H on the ring N.

Journal of Medicinal Chemistry published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, Safety of 2-(Benzyl(methyl)amino)ethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Vidaluc, Jean-Louis published the artcileFlexible 1-[(2-Aminoethoxy)alkyl]-3-ar(o)yl(thio)ureas as Novel Acetylcholinesterase Inhibitors. Synthesis and Biochemical Evaluation, Synthetic Route of 101-98-4, the publication is Journal of Medicinal Chemistry (1995), 38(15), 2969-73, database is CAplus and MEDLINE.

A series of flexible 1-(2-aminoethoxy)-3-ar(o)yl(thio)ureas was synthesized and assessed for antiacetylcholinesterase activity. This series was designed in order to optimize the spacer length linking the two pharmacophoric moieties, i.e., the basic nitrogen and the ar(o)yl(thio)urea unit, and to test compounds with greater conformational flexibility. Thus, the replacement of the previously described spacer, 4-piperidinylethyl, by a linear ethoxyethyl chain gave compounds of slightly comparable potency, providing that they were correctly substituted. The results show that this new flexible spacer is compatible with high inhibitory activities. The optimal chain length corresponds to five methylene groups, allowing an efficient interaction between the two pharmacophoric units and the two reported hypothetical enzyme hydrophobic binding sites. Moreover, the initially optimized benzyl group, attached to the basic nitrogen, was found to be advantageously replaced by a cyclohexyl group, showing that an aromatic residue does not represent a prerequisite for activity.

Journal of Medicinal Chemistry published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C15H24O2, Synthetic Route of 101-98-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts