MilliporeSigma
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W222402

Sigma-Aldrich

Caffeine

anhydrous, 99%, FCC, FG

Synonym(s):
1,3,7-Trimethylxanthine
Empirical Formula (Hill Notation):
C8H10N4O2
CAS Number:
Molecular Weight:
194.19
FEMA Number:
2224
Beilstein:
17705
EC Number:
Council of Europe no.:
11741
MDL number:
PubChem Substance ID:
Flavis number:
16.016
NACRES:
NA.21

Quality Level

biological source

synthetic

grade

FG
Halal
Kosher
anhydrous

reg. compliance

EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 182.1180

assay

99%

form

powder

mp

234-236.5 °C (lit.)

solubility

H2O: soluble 18.7 g/L at 16 °C

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

odorless

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

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General description

Caffeine is an addictive psychoactive compound, consumed mostly in the form of brewed coffee, instant coffee, tea and caffeinated soft drinks. Caffeine is reported to be an allergen and causes anaphylaxis. It is added to common analgesics such as paracetamol, ibuprofen and aspirin for enhancing their analgesic efficacy. It is a plant-derived drug and has been detected in low doses in the floral nectar and pollen of Citrus. Determination of caffeine in beverages by square-wave voltammetry using Nafion-ruthenium oxide pyrochlore chemically modified electrode has been reported. Caffeine acts as an antagonist of adenosine A1 receptors (A1R) and A2AR at non-toxic doses. Chronic consumption of caffeine is reported to prevent the memory impairment in type 2 diabetic mice.

Application

Caffeine (1,3,7-Trimethylxanthine) has been used in a study to determine the benefits of co-ingestion of carbohydrate and caffeine on rugby performance.
Caffeine is the suitable reagent used to investigate effect of its exposure during embryogenesis.

Packaging

10, 25 kg in fiber drum
1 kg in poly bottle

Biochem/physiol Actions

A central nervous system stimulant believed to act through adenosine receptors and monoamine neurotransmitters. It is an adenosine receptor antagonist and adenosine 3′,5′-cyclic monophosphate (cAMP) phosphodiesterase inhibitor. Thus, levels of cAMP increase in cells following treatment with caffeine. It has been reported to affect cellular calcium levels, releasing calcium from intracellular stores. It overrides the cell cycle effects of various chemicals such as protease inhibitors, preventing apoptosis; and it has been shown to inhibit cellular DNA repair mechanisms.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non 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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

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