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MilliporeSigma

27602

Caffeine

anhydrous, tested according to Ph. Eur.

Synonym(s):

Coffeinum, 1,3,7-Trimethylxanthine

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250 G

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About This Item

Empirical Formula (Hill Notation):
C8H10N4O2
CAS Number:
58-08-2
Molecular Weight:
194.19
UNSPSC Code:
12352210
NACRES:
NA.21
PubChem Substance ID:
329753004
EC Number:
200-362-1
Beilstein/REAXYS Number:
17705
MDL number:
MFCD00005758
Grade:
anhydrous
Agency:
tested according to Ph. Eur.

Key Documents

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Product Name

Caffeine, anhydrous, tested according to Ph. Eur.

InChI key

RYYVLZVUVIJVGH-UHFFFAOYSA-N

InChI

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

SMILES string

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

grade

anhydrous

Quality Level

100

Gene Information

human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140), PDE4B(5142)
mouse ... Adora2b(11541)
rat ... Adora1(29290), Adora2a(25369)

agency

tested according to Ph. Eur.

form

powder

mp

234-236.5 °C (lit.)

solubility

H2O: soluble 18.7 g/L at 16 °C

application(s)

environmental

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1 of 4

This Item
C7731C1778W222402
Caffeine anhydrous, tested according to Ph. Eur.

Sigma-Aldrich

27602

Caffeine

Caffeine meets USP testing specifications, anhydrous

Sigma-Aldrich

C7731

Caffeine

Caffeine Sigma Reference Standard, vial of 250 mg

Sigma-Aldrich

C1778

Caffeine

Caffeine anhydrous, 99%, FCC, FG

Sigma-Aldrich

W222402

Caffeine

grade

anhydrous

grade

anhydrous

grade

Sigma Reference Standard

grade

FG, Halal, Kosher, anhydrous

agency

EPA 1694, tested according to Ph. Eur., USP/NF

agency

USP/NF, meets USP testing specifications

agency

-

agency

-

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

powder

form

crystalline, powder

form

crystalline, powder

form

powder

solubility

H2O: soluble 18.7 g/L at 16 °C

solubility

H2O: soluble 18.7 g/L at 16 °C

solubility

H2O: soluble 18.7 g/L at 16 °C

solubility

H2O: soluble 18.7 g/L at 16 °C

application(s)

environmental

application(s)

-

application(s)

-

application(s)

flavors and fragrances

Application

Caffeine has been used as a radiosensitizing agent utilized for studying its impact in inhibiting the catalytic activity of ATM and ATR Kinase.[1] CTGF is an important modulator protein of fibrogenic TGF-β. Hence, this product has also been used for examining the caffeine-dependent regulation of CTGF expression in rat hepatocytes.[2]

Biochem/physiol Actions

Caffeine is a central nervous system stimulant, adenosine receptor antagonist as well as adenosine 3′,5′-cyclic monophosphate (cAMP) phosphodiesterase inhibitor. It stimulates the sarcoplasmic reticulum (SR) Ca2+-release channel which facilitates the excitation-contraction coupling in cardiac muscle.[3] It has also been reported to affect cellular calcium levels, releasing calcium from intracellular stores. Caffeine 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.[4]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 1

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM9662
BCCL9948
BCCL4097
BCCK8132
BCCJ0924

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J N Sarkaria et al.
Cancer research, 59(17), 4375-4382 (1999-09-15)
Caffeine exposure sensitizes tumor cells to ionizing radiation and other genotoxic agents. The radiosensitizing effects of caffeine are associated with the disruption of multiple DNA damage-responsive cell cycle checkpoints. The similarity of these checkpoint defects to those seen in ataxia-telangiectasia
E Rousseau et al.
The American journal of physiology, 256(2 Pt 2), H328-H333 (1989-02-01)
Caffeine is thought to affect excitation-contraction coupling in cardiac muscle by activating the sarcoplasmic reticulum (SR) Ca2+-release channel. The effect of caffeine at the single channel level was studied by incorporating canine cardiac SR vesicles into planar lipid bilayers. Cardiac
C P Selby et al.
Proceedings of the National Academy of Sciences of the United States of America, 87(9), 3522-3525 (1990-05-01)
Caffeine potentiates the mutagenic and lethal effects of genotoxic agents. It is thought that this is due, at least in some organisms, to inhibition of DNA repair. However, direct evidence for inhibition of repair enzymes has been lacking. Using purified
Lukas Kovar et al.
Pharmaceuticals (Basel, Switzerland), 15(2) (2022-02-27)
Static in vitro permeation experiments are commonly used to gain insights into the permeation properties of drug substances but exhibit limitations due to missing physiologic cell stimuli. Thus, fluidic systems integrating stimuli, such as physicochemical fluxes, have been developed. However
Jueng-Eun Im et al.
Pharmaceutics, 13(5) (2021-05-06)
Dermal absorption of chemicals is a key factor in risk assessment. This study investigated the effects of different amounts of application on dermal absorption and suggested an appropriate application dose for proper dermal absorption. Caffeine and testosterone were chosen as
View All Related Papers

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