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Merck

432725

Sigma-Aldrich

2,4-二甲氧基苄胺

98%

别名:

1-(2,4-二甲氧基苯基)甲胺, 2,4-二甲基氧基苄胺, 2,4-二甲氧基苯甲胺, [(2,4-二甲氧基苯基)甲基]胺, (2,4-二甲氧基苯基)甲胺

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5 ML
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About This Item

线性分子式:
(CH3O)2C6H3CH2NH2
CAS号:
分子量:
167.21
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

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品質等級

化驗

98%

折射率

n20/D 1.549 (lit.)

bp

140 °C/1 mmHg (lit.)

密度

1.113 g/mL at 25 °C (lit.)

官能基

amine

SMILES 字串

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 密鑰

QOWBXWFYRXSBAS-UHFFFAOYSA-N

一般說明

2,4-二甲氧基苄胺可以通过还原(NaBH4,BF3.OEt2,,THF)2,4-二甲氧基苄腈来制备。[1]

應用

2,4-二甲氧基苄胺是一种胺亲核试剂,用于研究5-溴-2-茚-1-酮的 1,4- 反应性。[2]它可用于以下研究:
  • 作为一系列 2,4,5-三取代恶唑的简明合成中的氨当量,通过串联 Ugi/Robinson-Gabriel 反应序列。[3]
  • 全合成(-)-muraymycin(MRY)D2 及其差向异构体,抗菌核苷天然产物。[4]
  • 使用 Ugi 反应,两步法合成尿嘧啶多氧霉素 C(UPOC)甲酯的酰胺衍生物。[5]
  • N-羟基硫脲的合成。[6]
  • 合成抗 HIV-1 试剂。[7]

象形圖

Corrosion

訊號詞

Danger

危險聲明

危險分類

Eye Dam. 1 - Skin Corr. 1B

儲存類別代碼

8A - Combustible corrosive hazardous materials

水污染物質分類(WGK)

WGK 3

閃點(°F)

235.4 °F - closed cup

閃點(°C)

113 °C - closed cup

個人防護裝備

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


历史批次信息供参考:

分析证书(COA)

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Arthur Y Shaw et al.
Tetrahedron letters, 53(15), 1998-2000 (2013-04-06)
This Letter discloses a novel concise synthesis of a series of 2,4,5-trisubstituted oxazoles via a tandem Ugi/Robinson-Gabriel sequence. Herein, 2,4-dimethoxybenzylamine
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
Andrew Plant et al.
The Journal of organic chemistry, 74(13), 4870-4873 (2009-05-22)
A simple, two-step synthesis of amide derivatives of uracil polyoxin C (UPOC) methyl ester using the Ugi reaction is described. The four components employed in the Ugi reaction are 2',3'-isopropylidine-protected uridine-5'-aldehyde, 2,4-dimethoxybenzylamine, an isoxazolecarboxylic acid, and the convertible isonitrile N-(2-{[(tert-butyldimethylsilyl)oxy]methyl}phenyl)carbonitrile.
M Sato et al.
Journal of medicinal chemistry, 19(2), 336-337 (1976-02-01)
The synthesis of the title compound (1) was accomplished by the conversion of 2,4-dimethoxybenzylamine (2) into an isothiocyanate (3) using thiocarbonyl diimidazole. Treatment of 3 with hydroxylamine and removal of the DMB group with trifluoroacetic acid gave 1. N-Hydroxythiourea (1)
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

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
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      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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