1196-92-5 | Vanillylamine

Packsize	Purity	Availability	Price	Discounted Price
250mg	96%	in stock	$18.00	$13.00
1g	96%	in stock	$31.00	$22.00
5g	96%	in stock	$74.00	$52.00
10g	96%	in stock	$119.00	$84.00
25g	96%	in stock	$278.00	$195.00

Description

• Catalog Number: AA32527
• Chemical Name: Vanillylamine
• CAS Number: 1196-92-5
• Molecular Formula: C8H11NO2
• Molecular Weight: 153.17844
• MDL Number: MFCD00044577
• SMILES: COc1cc(CN)ccc1O

Computed Properties

• Complexity: 119
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 2
• XLogP3: -0.2

Upstream Synthesis Route

4-(Aminomethyl)-2-methoxyphenol is a versatile compound widely used in chemical synthesis due to its unique properties and reactivity. In organic chemistry, this compound serves as a valuable building block for the synthesis of various complex molecules. One of its key applications is in the preparation of pharmaceutical intermediates and fine chemicals.Due to the presence of the amino group, 4-(Aminomethyl)-2-methoxyphenol acts as a nucleophile in various reactions, allowing for the formation of new carbon-carbon or carbon-heteroatom bonds. This compound can participate in a range of transformations such as reductive amination, Mannich reactions, and amide bond formation. Additionally, the methoxy group serves as a directing group in aromatic substitution reactions, leading to regioselective synthesis of substituted phenols.Moreover, 4-(Aminomethyl)-2-methoxyphenol finds application in the synthesis of natural products, agrochemicals, and materials science. Its ability to undergo selective functionalization makes it a valuable tool for organic chemists seeking to design and construct complex molecules with specific functionalities.Overall, the versatility and reactivity of 4-(Aminomethyl)-2-methoxyphenol make it an indispensable compound in the arsenal of synthetic chemists for the efficient construction of diverse chemical structures.

Literature

• Functional validation of Capsicum frutescens aminotransferase gene involved in vanillylamine biosynthesis using Agrobacterium mediated genetic transformation studies in Nicotiana tabacum and Capsicum frutescens calli cultures.

  Plant science : an international journal of experimental plant biology 20121001

• Synthesis of stable isotope-labeled precursors for the biosyntheses of capsaicinoids, capsinoids, and capsiconinoids.

  Bioscience, biotechnology, and biochemistry 20110101

• Understanding and classifying metabolite space and metabolite-likeness.

  PloS one 20110101

• Influence of 'remote' intramolecular hydrogen bonds on the stabilities of phenoxyl radicals and benzyl cations.

  The Journal of organic chemistry 20100702

• Functional loss of pAMT results in biosynthesis of capsinoids, capsaicinoid analogs, in Capsicum annuum cv. CH-19 Sweet.

  The Plant journal : for cell and molecular biology 20090901

• In vitro hepatic and skin metabolism of capsaicin.

  Drug metabolism and disposition: the biological fate of chemicals 20080401

• Enzymatic synthesis of capsaicin analogs and their effect on the T-type Ca2+ channels.

  Biochemical and biophysical research communications 20070504

• Genetic control of pungency in C. chinense via the Pun1 locus.

  Journal of experimental botany 20070101

• Valine pathway is more crucial than phenyl propanoid pathway in regulating capsaicin biosynthesis in Capsicum frutescens mill.

  Journal of agricultural and food chemistry 20060906

• Capsinoid is biosynthesized from phenylalanine and valine in a non-pungent pepper, Capsicum annuum L. cv. CH-19 sweet.

  Bioscience, biotechnology, and biochemistry 20060601

• Influence of 8-methyl-nonenoic acid on capsaicin biosynthesis in in-vivo and in-vitro cell cultures of Capsicum spp.

  Journal of agricultural and food chemistry 20060308

• Utilization of capsaicin and vanillylamine as growth substrates by Capsicum (hot pepper)-associated bacteria.

  Environmental microbiology 20060301

• Apoptosis induction by dohevanil, a DHA substitutive analog of capsaicin, in MCF-7 cells.

  Life sciences 20060223

• A novel acylase from Streptomyces mobaraensis that efficiently catalyzes hydrolysis/synthesis of capsaicins as well as N-acyl-L-amino acids and N-acyl-peptides.

  Journal of agricultural and food chemistry 20060111

• The Pun1 gene for pungency in pepper encodes a putative acyltransferase.

  The Plant journal : for cell and molecular biology 20050601

• Methyl jasmonate modulated biotransformation of phenylpropanoids to vanillin related metabolites using Capsicum frutescens root cultures.

  Plant physiology and biochemistry : PPB 20050201

• Quantification of unconjugated metanephrines in human plasma without interference by acetaminophen.

  Clinical chemistry 20010601

• Enzymatic synthesis of vanillin.

  Journal of agricultural and food chemistry 20010601