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Key Documents

69720

Sigma-Aldrich

1-Methylxanthine

≥97.0% (HPLC)

Synonym(s):

2,6-Dihydroxy-1-methylpurine

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About This Item

Empirical Formula (Hill Notation):
C6H6N4O2
CAS Number:
Molecular Weight:
166.14
Beilstein:
171507
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥97.0% (HPLC)

form

powder

mp

≥300 °C

SMILES string

CN1C(=O)Nc2nc[nH]c2C1=O

InChI

1S/C6H6N4O2/c1-10-5(11)3-4(8-2-7-3)9-6(10)12/h2H,1H3,(H,7,8)(H,9,12)

InChI key

MVOYJPOZRLFTCP-UHFFFAOYSA-N

Gene Information

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Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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Description
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Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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P St-Pierre et al.
Diabetes, obesity & metabolism, 14(8), 753-761 (2012-03-21)
Exercise and insulin each increase microvascular blood flow and enhance glucose disposal in skeletal muscle. We have reported that insulin-mediated microvascular recruitment in a diet-induced model of insulin resistance (high-fat feeding for 4 weeks) is markedly impaired; however, the effect
Seong-Yun Jeong et al.
International journal of pharmaceutics, 372(1-2), 132-139 (2009-01-27)
Most of methylxanthine derivatives including caffeine have been known to radiosensitize cancer cells, but the obstacles such as toxicity, request of high dose and poor solubility hinder their preclinical evaluations and clinical applications. In this study, we evaluated the efficacy
Hyewon Youn et al.
International journal of radiation biology, 85(2), 167-174 (2009-03-13)
To determine the efficacy of a caffeine derivative 1-methylxanthine (1-MTX) in increasing radiosensitivity of cancer cells and elucidate the underlying mechanisms in vitro. RKO human colorectal cancer cells carrying wild type protein 53 kDa (p53) were incubated with 3 mM
Stephen Rattigan et al.
Exercise and sport sciences reviews, 33(1), 43-48 (2005-01-11)
Blood flow to contracting muscles is increased rapidly and is redistributed within the muscle. Recent research has highlighted that insulin causes similar changes, but these are absent in insulin resistance, resulting in impaired insulin-mediated muscle glucose uptake. Understanding the mechanisms
Catherine M Wheatley et al.
American journal of physiology. Endocrinology and metabolism, 287(4), E804-E809 (2004-06-24)
Exercise and insulin increase muscle glucose uptake by different mechanisms and also increase capillary recruitment, which is proposed to facilitate access for hormones and nutrients. The genetically obese Zucker rat shows impaired insulin- but not contraction-mediated glucose uptake in muscle.

Articles

Xanthine is a purine base found in most human body tissues and fluids as well as in other organisms. Methylated xanthines (methylxanthines), which include caffeine, paraxanthine, theobromine, and theophylline, commonly used for their effects as mild stiµlants and as bronchodilators, notably in the treatment of asthma symptoms. This application shows the efficient separation of several common xanthines and may be applied their analysis in any number of desired matrices.

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