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C0750

Sigma-Aldrich

Caffeine

powder, ReagentPlus®

Synonym(s):

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:
17705
EC Number:
200-362-1
MDL number:
MFCD00005758
UNSPSC Code:
12352210
PubChem Substance ID:
24277682
NACRES:
NA.21

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. 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

Caution

Keep tightly sealed.

Legal Information

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000398692
0000398690
0000385366
0000367673
0000366976

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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)
L Keskintepe et al.
Biology of reproduction, 55(2), 333-339 (1996-08-01)
The objective was to establish an in vitro system in which bovine oocytes can be matured, fertilized, and cultured up to the blastocyst stage without support of serum, BSA, or somatic cells. Media consisted of modified tissue culture medium 199
Metabolic effects of spices, teas, and caffeine
Westerterp-Plantenga M, et al.
Physiology & Behavior, 89(1), 85-91 (2006)
Apnea of prematurity: from cause to treatment
Zhao J, et al.
European Journal of Pediatrics, 170(9), 1097-1105 (2011)
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