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432725

2,4-Dimethoxybenzylamine

Name: 2,4-Dimethoxybenzylamine
Brand: ALDRICH

98%

Synonym(s):

(2,4-Dimethoxyphenyl)methanamine, 1-(2,4-Dimethoxyphenyl)methanamine, 2,4-Dimethoxybenzenemethanamine, 2,4-Dimethyloxybenzylamine, [(2,4-Dimethoxyphenyl)methyl]amine

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About This Item

Linear Formula:

(CH₃O)₂C₆H₃CH₂NH₂

CAS Number:

20781-20-8

Molecular Weight:

167.21

NACRES:

NA.22

PubChem Substance ID:

24867094

UNSPSC Code:

12352100

MDL number:

MFCD00052393

Assay:

98%

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Properties

Quality Level

100

assay

98%

refractive index

n20/D 1.549 (lit.)

bp

140 °C/1 mmHg (lit.)

density

1.113 g/mL at 25 °C (lit.)

functional group

amine

SMILES string

COc1ccc(CN)c(OC)c1

InChI

1S/C9H13NO2/c1-11-8-4-3-7(6-10)9(5-8)12-2/h3-5H,6,10H2,1-2H3

InChI key

QOWBXWFYRXSBAS-UHFFFAOYSA-N

Description

General description

2,4-Dimethoxybenzylamine can be preprepared by reduction (NaBH₄ , BF₃.OEt₂, THF) of 2,4-dimethoxybenzonitrile.

Application

2,4-Dimethoxybenzylamine is an amine nucleophile used to investigate the 1,4- reactivity of 5-bromo-2-indene-1-one. It may be used in the following studies:

As an ammonia equivalent in the concise synthesis of a series of 2,4,5-trisubstituted oxazoles, via a tandem Ugi/Robinson-Gabriel reaction sequence.
Total synthesis of (-)-muraymycin (MRY) D₂ and its epimer, the antibacterial nucleoside natural product.
Two-step synthesis of amide derivatives of uracil polyoxin C (UPOC) methyl ester using the Ugi reaction.
Synthesis of N-hydroxythiourea.
Synthesis of anti-HIV-1 agents.

pictograms

GHS05

signalword

Danger

hcodes

H314

pcodes

P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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CCR5 antagonists as anti-HIV-1 agents. 1. Synthesis and biological evaluation of 5-oxopyrrolidine-3-carboxamide derivatives.

Shinichi Imamura et al.

Chemical & pharmaceutical bulletin, 52(1), 63-73 (2004-01-08)

A novel lead compound, N-(3-[4-(4-fluorobenzoyl)piperidin-1-yl]propyl)-1-methyl-5-oxo-N-phenylpyrrolidine-3-carboxamide (1), was identified as a CCR5 antagonist by high-throughput screening using [(125)I]RANTES and CCR5-expressing CHO cells. The IC(50) value of 1 was 1.9 microM. In an effort to improve the binding affinity of 1, a

Polymer-supported N-derivatized, o-linked hydroxylamine for concurrent solid-phase synthesis of diverse N-alkyl and N-H hydroxamates.

Keith J Stanger et al.

Journal of combinatorial chemistry, 8(3), 435-439 (2006-05-09)

We describe parallel/combinatorial, solid-phase, supported synthesis of diverse hydroxamates using a common intermediate, an N-derivatized, O-linked hydroxylamine. The method allows the concurrent synthesis of both N-alkyl and N-H hydroxamates and is compatible with a wide range of chemical transformations. The

Tetrahedron Letters, 47, 8459-8459 (2006)

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Global Trade Item Number

SKU	GTIN
432725-5ML	04061832109237
432725-25ML	04061837507496