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C1778

Sigma-Aldrich

Caffeine

Sigma Reference Standard, vial of 250 mg

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Synonym(s):
1,3,7-Trimethylxanthine
Empirical Formula (Hill Notation):
C8H10N4O2
CAS Number:
Molecular Weight:
194.19
Beilstein/REAXYS Number:
17705
EC Number:
MDL number:
eCl@ss:
34050301
PubChem Substance ID:
NACRES:
NA.21

grade

Sigma Reference Standard

Quality Level

form

crystalline
powder

packaging

vial of 250 mg

mp

234-236.5 °C (lit.)

solubility

H2O: soluble 18.7 g/L at 16 °C

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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1 of 4

This Item
27602C8960C7731
vibrant-m

C1778

Caffeine

-
vibrant-m

27602

Caffeine

-
vibrant-m

C8960

Caffeine

Premium Grade
vibrant-m

C7731

Caffeine

-
mp

234-236.5 °C (lit.)

mp

234-236.5 °C (lit.)

mp

234-236.5 °C (lit.)

mp

234-236.5 °C (lit.)

form

crystalline

form

powder

form

powder

form

crystalline, powder

packaging

vial of 250 mg

packaging

-

packaging

-

packaging

-

solubility

H2O: soluble 18.7 g/L at 16 °C

solubility

H2O: soluble 18.7 g/L at 16 °C

solubility

chloroform: 0.5 M, clear, colorless

solubility

H2O: soluble 18.7 g/L at 16 °C

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

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.

Packaging

Supplied in amber screw-cap vials

pictograms

Exclamation mark

signalword

Warning

hcodes

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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CONSORT extension for reporting N-of-1 trials (CENT) 2015: Explanation and elaboration.
Larissa Shamseer et al.
BMJ (Clinical research ed.), 350, h1793-h1793 (2015-05-16)
Louise A Horrigan et al.
Pharmacology & therapeutics, 111(3), 877-892 (2006-03-17)
Caffeine is a member of the methylxanthine family of drugs, and is the most widely consumed behaviourally active substance in the western world. This article is focused on the impact of caffeine on immune function. In this regard, a number
Jonathan M Hodgson et al.
The American journal of clinical nutrition, 97(5), 943-950 (2013-04-05)
Measures of blood pressure variation have been associated with cardiovascular disease and related outcomes. The regular consumption of black tea can lower blood pressure, but its effects on blood pressure variation have yet to be investigated. We aimed to assess
Nicolas Bousette et al.
Journal of cellular physiology, 229(3), 374-383 (2013-09-17)
Calnexin (CNX) is an endoplasmic reticulum (ER) quality control chaperone that has been implicated in ER stress. ER stress is a prominent pathological feature of various pathologic conditions, including cardiovascular diseases. However, the role of CNX and ER stress has
France Denoeud et al.
Science (New York, N.Y.), 345(6201), 1181-1184 (2014-09-06)
Coffee is a valuable beverage crop due to its characteristic flavor, aroma, and the stimulating effects of caffeine. We generated a high-quality draft genome of the species Coffea canephora, which displays a conserved chromosomal gene order among asterid angiosperms. Although

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Validated HPLC method (based on Ph. Eur. Monograph 2668) for quantifying catechins and caffeine in decaffeinated green tea using a Chromolith® High Resolution RP-18e column with advantages in terms of backpressure and matrix robustness.

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