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4-AMINO-2-METHYL-1-BUTANOL, with the molecular formula C5H13NO, is a primary aliphatic amine characterized by a butanol structure with a methyl and amino group attached to the second carbon. This versatile chemical compound serves as a key intermediate in various chemical syntheses and has been explored for its potential in organic synthesis and medicinal chemistry.

44565-27-7

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44565-27-7 Usage

Uses

Used in Pharmaceutical Industry:
4-AMINO-2-METHYL-1-BUTANOL is used as a chemical intermediate for the production of pharmaceuticals, playing a crucial role in the synthesis of various medicinal compounds due to its unique structural features.
Used in Dye Industry:
In the dye industry, 4-AMINO-2-METHYL-1-BUTANOL is utilized as a building block in the synthesis of dyes, contributing to the development of a wide range of colorants for different applications.
Used in Agricultural Chemicals Industry:
4-AMINO-2-METHYL-1-BUTANOL is employed as a chemical intermediate in the production of agricultural chemicals, aiding in the creation of effective and targeted agrochemicals for crop protection and enhancement.
Used in Surfactant Synthesis:
4-AMINO-2-METHYL-1-BUTANOL is used as a building block in the synthesis of surfactants, which are essential in the formulation of various consumer products, including detergents, cleaners, and personal care products, due to their ability to reduce surface tension and stabilize emulsions.
Used in Organic Synthesis:
4-AMINO-2-METHYL-1-BUTANOL is used as a versatile starting material in organic synthesis, enabling the creation of a diverse array of organic compounds for research and industrial applications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 4-AMINO-2-METHYL-1-BUTANOL has been studied for its potential use in the development of new pharmaceutical agents, leveraging its unique chemical properties to design and synthesize novel therapeutic molecules.

Check Digit Verification of cas no

The CAS Registry Mumber 44565-27-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,4,5,6 and 5 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 44565-27:
(7*4)+(6*4)+(5*5)+(4*6)+(3*5)+(2*2)+(1*7)=127
127 % 10 = 7
So 44565-27-7 is a valid CAS Registry Number.
InChI:InChI=1/C5H13NO/c1-5(4-7)2-3-6/h5,7H,2-4,6H2,1H3

44565-27-7Relevant academic research and scientific papers

Synthesis and application of a new bisphosphite ligand collection for asymmetric hydroformylation of allyl cyanide

Cobley, Christopher J.,Gardner, Kelli,Klosin, Jerzy,Praquin, Celine,Hill, Catherine,Whiteker, Gregory T.,Zanotti-Gerosa, Antonio,Petersen, Jeffrey L.,Abboud, Khalil A.

, p. 4031 - 4040 (2004)

A series of mono- and bidentate phosphites was prepared with (S)-5,5',6,6'-tetramethyl-3,3'-di-tertbutyl-1,1'-biphenyl-2,2'-dioxy [(S)-BIPHEN] as a chiral auxiliary and screened in the asymmetric hydroformylation of allyl cyanide. These hydroformylation results were compared with those of two existing chiral ligands, Chiraphite and BINAPHOS, whose utility in asymmetric hydroformylation has been previously demonstrated. Bisphosphite 11 with a 2,2'-biphenol bridge was found to be the best overall ligand for asymmetric hydroformylation of allyl cyanide with up to 80% ee and regioselectivities (branch-to-linear ratio, b/l) of 20 with turnover frequency of 625 [h-1] at 35 °C. BINAPHOS gave enantioselectivities up to 77% ee when the reaction was conducted in either acetone or neat but with poor regioselectivity (b/l 2.8) and activities 7 times lower than that of 11. The product of allyl cyanide hydroformylation using (R,R)-11 was subsequently transformed into (R)-2-methyl-4-aminobutanol, a useful chiral building block. Single-crystal X-ray structures of (S,S)-11 and its rhodium complex 19 were determined.

APOPTOSIS SIGNAL-REGULATING KINASE INHIBITORS AND USES THEREOF

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Paragraph 00608; 00607, (2019/04/09)

Described herein are ASK1 inhibitors and pharmaceutical compositions comprising said compounds. The subject compounds and compositions are useful for the treatment of blood disease, autoimmune disorders, pulmonary disorders, hypertension, inflammatory diseases, fibrotic diseases, diabetes, diabetic nephropathy, renal diseases, respiratory diseases, cardiovascular diseases, acute lung injuries, acute or chronic liver diseases, and neurodegenerative diseases.

Biosynthetically intriguing chlorinated lipophilic metabolites from geographically distant tropical marine cyanobacteria

Nunnery, Joshawna K.,Engene, Niclas,Byrum, Tara,Cao, Zhengyu,Jabba, Sairam V.,Pereira, Alban R.,Matainaho, Teatulohi,Murray, Thomas F.,Gerwick, William H.

experimental part, p. 4198 - 4208 (2012/06/18)

Five new vinylchlorine-containing metabolites, the lipoamides janthielamide A and kimbeamides A-C and the ketide-extended pyranone kimbelactone A, have been isolated from collections of marine cyanobacteria made in Curacao and Papua New Guinea. Both janthielamide A and kimbeamide A exhibited moderate sodium channel blocking activity in murine Neuro-2a cells. Consistent with this activity, janthielamide A was also found to antagonize veratridine-induced sodium influx in murine cerebrocortical neurons. These lipoamides represent the newest additions to a relatively rare family of marine cyanobacterial-derived lipoamides and a new structural class of compounds exhibiting neuromodulatory activities from marine cyanobacteria.

PROCESS FOR PRODUCING OPTICALLY ACTIVE AMINOALCOHOL

-

, (2008/06/13)

An industrially advantageous process for producing optically active 4-amino-2-methylbutane-1-ol which is useful as an intermediate in synthesizing optically active medicines and pesticides. Racemic 4-amino-2-methylbutane-1-ol is treated with an optically active organic acid. The diastereomeric salt thus obtained is crystallized out and subjected to solid-liquid separation to give optically active 4-amino-2-methylbutane-1-ol. The diastereomeric salt of optically active 4-amino-2-methylbutane-1-ol with an optically active reagent for optical resolution is decomposed by bringing into contact with a solvent and an alkali and subjected to solid-liquid separation, thereby recovering the optically active 4-amino-2-methylbutane-1-ol from the filtrate. Further, the filtration residue containing the alkali salt of the reagent for optical resolution obtained by the solid-liquid separation is brought into contact with a solvent and an acid. Then the reagent for optical resolution thus crystallized out is subjected to solid-liquid separation and recovered.

Process for the preparation of trans-3-formylbut-2-enenitrile

-

, (2008/06/13)

A process is provided for the preparation of trans-3-formylbut-2-enenitrile (V), a key intermediate in the synthetic pathway leading to trans-zeatin (I) and dihydrozeatin (II), both of which are naturally occurring cytokinins. The process involves a base catalyzed condensation of a dialkyl or cyclic acetal of pyruvaldehyde (III) with acetonitrile to yield the corresponding dialkyl or cyclic acetal of 3-formylbut-2-enenitrile (IV). The reaction proceeds regioselectively to form the favored trans-isomer in good yield. The α,β-unsaturated nitrile thus formed is hydrolyzed under acidic conditions to yield trans-3-formylbut-2-enenitrile (V), which can be easily distilled without contamination of the cis-isomer. The trans-3-formylbut-2-enenitrile can be selectively or exhaustively reduced to form either trans-3-hydroxymethylbut-2-enylamine (VI) or 3-hydroxymethylbutylamine (VII), which compounds can be condensed with 6-chloropurine (IX) by known methods to form trans-zeatin or dihydrozeatin respectively.

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