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MilliporeSigma

C0750

Sigma-Aldrich

Caffeine

powder, ReagentPlus®

Synonym(s):

Guaranine, Methyltheobromine, 1,3,7-Trimethylxanthine

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About This Item

Empirical Formula (Hill Notation):
C8H10N4O2
CAS Number:
58-08-2
Molecular Weight:
194.19
Beilstein/REAXYS Number:
17705
EC Number:
200-362-1
MDL number:
MFCD00005758
UNSPSC Code:
12352210
PubChem Substance ID:
24277682
NACRES:
NA.21

Key Documents

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Quality Level

200

product line

ReagentPlus®

form

powder

mp

234-236.5 °C (lit.)

solubility

H2O: 15 mg/mL

SMILES string

CN1C(=O)N(C)c2ncn(C)c2C1=O

InChI

1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3

InChI key

RYYVLZVUVIJVGH-UHFFFAOYSA-N

Gene Information

human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140), PDE4B(5142), PRKAR1A(5573), PRKAR1AP(5574), PRKAR1B(5575), PRKAR2A(5576), PRKAR2B(5577)
mouse ... Adora2b(11541)
rat ... Adora1(29290), Adora2a(25369)

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General description

Caffeine is a widely ingested pharmacologically active substance and is known to affect the central nervous system. It belongs to the class of methylxanthines. It is a naturally occurring alkaloid found in coffee, cocoa and other plants. Caffeine might be associated with osteoporosis, cardiovascular risk, arrhythmia and gastrointestinal disturbances. Caffeine is used to treat orthostatic hypotension, bronchopulmonary dysplasia and apnea of prematurity (AOP).

Application

Caffeine has been used:
  • to study its impact on the fluorescence of Petunia nuclei
  • as a stimulant to induce c-fos expression in rodents
  • as a component of defined media for the development of bovine oocytes in vitro

Biochem/physiol Actions

Caffeine is a natural stimulant that is most commonly found in coffee, tea and various other drinks. It is known for its effect on the central nervous system. It is also associated with insomnia, increased heart rate, digestive issues, creating anxiety and jitteriness. Caffeine is also associated with withdrawal symptoms like headaches, fatigue, irritability.

Features and Benefits

High purity product that can be used readily for HPLC applications along with other research applications.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Keep tightly sealed.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000140302
0000140303
0000140301
0000135895
0000135893

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A simple method for immunohistochemical staining of zebrafish brain sections for c-fos protein expression
Chatterjee D, et al.
Zebrafish, 12(6), 414-420 (2015)
Effects of caffeine and chlorogenic acid on propidium iodide accessibility to DNA: consequences on genome size evaluation in coffee tree
Noirot M, et al.
Annals of Botany, 92(2), 259-264 (2003)
Effects of caffeine on human health
Nawrot P, et al.
Food Additives and Contaminants, 20(1), 1-30 (2003)
Apnea of prematurity: from cause to treatment
Zhao J, et al.
European Journal of Pediatrics, 170(9), 1097-1105 (2011)
Metabolic effects of spices, teas, and caffeine
Westerterp-Plantenga M, et al.
Physiology & Behavior, 89(1), 85-91 (2006)
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