280984
1-Methylxanthine
98%
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:
12352200
PubChem Substance ID:
Assay
98%
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
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Features and Benefits
Caffeine metabolite.
Storage Class Code
11 - 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
Certificates of Analysis (COA)
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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.
Hermann M Bolt et al.
Archives of toxicology, 79(4), 196-200 (2004-11-24)
A comparative study of N-acetyltransferase 2 (NAT2) genotyping and phenotyping (caffeine test method) was performed on 211 persons to elucidate apparent discrepancies in the assignment of NAT2*12 and NAT2*13 alleles which occur in the literature. The study used the standard
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
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
Hideo Nakabayashi et al.
BioFactors (Oxford, England), 34(4), 293-302 (2008-01-01)
To understand the mechanisms of the anti-obesity effects of dietary caffeine, the effects of caffeine and its metabolites on adipocyte differentiation and insulin-stimulated glucose uptake in murine 3T3-L1 adipocytes were investigated. Caffeine did not inhibit the differentiation of 3T3-L1 pre-adipocytes
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