89984-23-6

Basic information

• Product Name: Benzaldehyde, 2-amino-4-hydroxy-3-methoxy-
• Synonyms: Benzaldehyde, 2-amino-4-hydroxy-3-methoxy-;2-Amino-4-hydroxy-3-methoxybenzaldehyde;2-aMino-4-hydroxy-3-Methoxy-
• CAS NO: 89984-23-6
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.16
• Mol File: 89984-23-6.mol

Chemical Properties

• Boiling Point: 341.6°C at 760 mmHg
• Flash Point: 160.4°C
• Appearance: /
• Density: 1.328g/cm³
• Vapor Pressure: 4.03E-05mmHg at 25°C
• Refractive Index: 1.648
• CAS DataBase Reference: Benzaldehyde, 2-amino-4-hydroxy-3-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 2-amino-4-hydroxy-3-methoxy-(89984-23-6)
• EPA Substance Registry System: Benzaldehyde, 2-amino-4-hydroxy-3-methoxy-(89984-23-6)

Safety Data

• Hazardous Substances Data: 89984-23-6(Hazardous Substances Data)

Usage

General Description

Benzaldehyde, 2-amino-4-hydroxy-3-methoxy- is a chemical compound with a molecular formula C9H9NO3. It is an aromatic aldehyde that contains a benzene ring with a formyl group attached. The compound also has an amino group and hydroxyl group attached to the benzene ring, as well as a methoxy group at the para position. Benzaldehyde, 2-amino-4-hydroxy-3-methoxy- is used in various industrial processes, including the production of pharmaceuticals, dyes, and perfumes. It also has potential applications in the food industry as a flavoring agent. Additionally, it has been studied for its potential biological activities and has shown promise in various medicinal applications.

InChI:InChI=1/C8H9NO3/c1-12-8-6(11)3-2-5(4-10)7(8)9/h2-4,11H,9H2,1H3

Upstream product

• 2450-26-2 2-nitrovanillin 
• 121-33-5 vanillin 
• 881-68-5 vanillin acetate 
• 2698-69-3 4-formyl-2-methoxy-3-nitrophenyl acetate 

Downstream Products

• 82668-20-0 2-Chlorovanillin 
• 89984-24-7 2-bromo-4-hydroxy-3-methoxy-benzaldehyde 
• 89942-36-9 2-iodo-4-hydroxy-3-methoxybenzaldehyde 
• 140642-60-0 2,5-Dichlorovanillin 
• 412337-19-0 7,8-dimethoxy-2-phenyl-quinoline-3-carbonitrile 
• 860717-31-3 7,8-dihydroxy-2-phenyl-quinoline-3-carbonitrile 
• 253432-03-0 1-(7,8-dihydroxy-2-methyl-[3]quinolyl)-ethanone 
• 101724-22-5 7,8-dihydroxyquinoline 
• 110038-99-8 α-<<<2-<2-Chloro-3-methoxy-4-(phenylmethoxy)phenyl>ethyl>amino>ethyl>-4-(phenylmethoxy)benzenemethanol hydrochloride 

Relevant articles and documents

BORON-CONTAINING SMALL MOLECULES

Compounds, pharmaceutical formulations, and methods of treating bacterial infections are disclosed.

1 -HYDROXY-BENZOOXABOROLES AS ANTIPARASITIC AGENTS

Provided are compounds useful for controlling endoparasites both in animals and agriculture. Further provided are methods for controlling endoparasite infestations of an animal by administering an effective amount of a compound as described above, or a pharmaceutically acceptable salt thereof, to an animal, as well as formulations for controlling endoparasite infestations using the compounds described above or an acceptable salt thereof, and an acceptable carrier. The claimed compounds are described by the following Markush formula:A typical example for a compound according to above formula is: A typical example for a compound according to above formula is:

Electronic control of product distribution in the [5+5]-coupling of ortho-alkynylbenzaldehyde derivatives and γ,δ-unsaturated carbene complexes

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First total syntheses of (±)-isopiline, (±)-preocoteine, (±)-oureguattidine and (±)-3-methoxynordomesticine and the biological activities of (±)-3-methoxynordomesticine

A convenient and economical synthesis of 4-hydroxy-2,3- dimethoxybenzaldehyde has been developed. This was used as the starting material for the first total syntheses of (±)-isopiline, (±)-preocoteine, (±)-oureguattidine and (±)-3-methoxynordomesticine in

General route to 4a-methylhydrofluorene diterpenoids: Total syntheses of (±)-taiwaniaquinones D and H, (±)-taiwaniaquinol B, (±)-dichroanal B, and (±)-dichroanone

A general and convergent route for the synthesis of the 4a-methylhydrofluorene diterpenoids has been established through a common hexahydrofluorenone intermediate (10) obtained via Pd(0)-catalyzed reductive cyclization of a substituted 2-(2-bromobenzyl) methylene cyclohexane (13). The strategy has been successfully utilized for the synthesis of (±)-taiwaniaquinones D (3) and H (5), (±)-taiwaniaquinol B (1), (±)-dichroanal B (7), and (±)-dichroanone (8).

The taming of capsaicin. Reversal of the vanilloid activity of N-acylvanillamines by aromatic iodination

Aromatic iodination ortho to the phenolic hydroxyl reverts the activity of the ultrapotent vanilloid agonist resiniferatoxin (RTX, 1a), generating the ultrapotent antagonist 5′-iodoRTX (1b). To better understand the role of iodine in this remarkable switch of activity, a systematic investigation on the halogenation of vanillamides, a class of compounds structurally simpler than resiniferonoids, was carried out. The results showed that (a) the antagonistic activity depends on the site of halogenation and is maximal at C-6′, (b) iodine is more efficient than chlorine and bromine at reverting the agonistic activity, and (c) iodine-carbon exchange decreases antagonist activity. Iodine-induced reversal of vanilloid activity was also observed in vanillamides more powerful than capsaicin, but a poor correlation was found between agonistic and antagonistic potencies, suggesting that differences exist in the way vanillamides and their 6′-iodo derivatives bind to TRPV1.″

Stereochemistry and Mechanisms of the 3-Carboxymuconate Fungal Pathway in Neurospora SY4a

The cyclisation of cis,cis-3-carboxymuconic acid 2, catalysed by cycloisomerase enzyme of Neurospora crassa SY4a, has been shown to occur by syn addition of the 1-carboxy group to the 4,5-double bond to give (S)-(-)-carboxymuconolactone 3.Thus, the absolute configuration of the lactone 3 was determined by ozonolysis to give (S)-malic(L-malic) acid.Furthermore, incubation of trisodium cis,cis-3-carboxy-5-deuteriomuconate 9 then ozonolysis of the derived lactone 28 gave (2S,3S)-3-deuteriomalic acid 29.This evidence for syn addition was confirmed by a complementary incubation of undedeuteriated 3-carboxymuconate in deuterium oxide, giving the lactone 31 and hence (2S,3R)-3-deuteriomalic acid 32. The degradation of 3-carboxymuconolactone 3 by multifunctional enzyme complex of Neurospora, to give 3-oxoadipic acid 5, has been studied with the deuteriated trisodium muconates 27, 14 and 20.The overall transformation has been found to involve an intramolecular, suprafacial 1,3-shift of hydrogen (or deuterium) from C-4 in the lactone to C-5 in the oxoadipic acid.The location and stereochemistry of deuterium in the oxoadipic acids 44 and 45 were esteblished by conversion of these acids into the optically active 2-deuteriosuccinic acids 46 and 47, respectively.The 1,3-shift provides compelling eveidence for the formation of the enol lactone 4 as an enzyme-bound intermediate.Successive enzymic hydrolysis and decarboxylation would then complete the biosynthesis of 3-oxoadipic acid 5.

1H, 13C and 17O NMR Study of Chlorovanillins and Some Related Compounds

1H, 13C and 17O NMR chemical shifts and nJ(H,H), 1J(C,H) and 3J(C-6,H-formyl) spin-spin coupling constants of chlorinated vanillins (3-methoxy-4-hydroxybenzaldehydes) were determined.The variation in the long-range 4

O-(DIHYDROBENZOFURANYL)-DIBENZO-α-PYRONES FROM UMTIZA LISTERANA

The novel metabolites (2'S,3'R)-3,10-dihydroxy-9-O-(6'-hydroxy-2'-hydroxymethyldihydrofuran-3-yl)-dibenz--pyran-6-one and its 5',6'-dihydroxy analogue are accompanied in the heartwood of Umtiza listerana by several known flavonoids and the parent 3,9,10-trihydroxydibenz--pyran-6-one.The latter, used for structural elucidation of the complex dibenzo-α-pyrones, was synthesized via a Hurtley condensation.Key Word Index-Umtiza listerana; Leguminosae; heartwood metabolites; (2'S,3'R)-3,10-dihydroxy-9-O-(6'-hydroxy-2'-hydroxymethyldihydrobenzofuran-3-yl)-dibenz--pyran-6-one; (2'S,3'R)-3,10-dihydroxy-9-O-(5',6'-dihydroxy-2'-hydroxymethyldihydrobenzofuran-3-yl)-dibenz--pyran-6-one; 3,9,10-trihydroxydibenz--pyran-6-one; flavonoids; 1H NMR; synthesis.