C7731
Caffeine
meets USP testing specifications, anhydrous
Synonym(s):
1,3,7-Trimethylxanthine
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About This Item
Empirical Formula (Hill Notation):
C8H10N4O2
CAS Number:
Molecular Weight:
194.19
UNSPSC Code:
12352210
NACRES:
NA.21
PubChem Substance ID:
EC Number:
200-362-1
Beilstein/REAXYS Number:
17705
MDL number:
Grade:
anhydrous
Agency:
USP/NF, meets USP testing specifications
grade
anhydrous
Quality Level
agency
USP/NF, meets USP testing specifications
form
crystalline, powder
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
Gene Information
human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140), PDE4B(5142)
mouse ... Adora2b(11541)
rat ... Adora1(29290), Adora2a(25369)
General description
Caffeine is a commonly consumed pharmacologically active substance. It is a member of the class of methylxanthines. It is a natural alkaloid found in coffee, cocoa and other plants. Caffeine might be linked to 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 functionally disable Ca2+ removal via sarco/endoplasmic reticulum Ca2+ ATPase (SERCA)
- to determine its effects in overcoming excitation-contraction-coupling failure
- to compare its role as a stimulant with guarana
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Storage Class
11 - Combustible Solids
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There and back again: Iterating between population-based modeling and experiments reveals surprising regulation of calcium transients in rat cardiac myocytes
Devenyi RA and Sobie EA
Journal of Molecular and Cellular Cardiology, 96, 38-48 (2016)
Ryan A Devenyi et al.
Journal of molecular and cellular cardiology, 96, 38-48 (2015-08-04)
While many ion channels and transporters involved in cardiac cellular physiology have been identified and described, the relative importance of each in determining emergent cellular behaviors remains unclear. Here we address this issue with a novel approach that combines population-based
Apnea of prematurity: from cause to treatment
Zhao J, et al.
European Journal of Pediatrics, 170(9), 1097-1105 (2011)