Caffeine - CAS 58-08-2
Catalog number: B0005-465095
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Molecular Formula:
C8H10N4O2
Molecular Weight:
194.194
COA:
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Chemical Family:
Alkaloids
Description:
Caffeine is extracted from the seeds of Theobroma cacao L. Caffeine can have both positive and negative effects on anxiety disorders. It inhibits glucose transport by binding at the GLUT1 nucleotide-binding site. It acts as an adenosine receptor antagonist and adenosine 3′,5′-cyclic monophosphate (cAMP) phosphodiesterase inhibitor.
Nutritional supplement in health care products.
Purity:
98%
Appearance:
White to Off-White Solid
Synonyms:
Guaranine; 1,3,7-Trimethylxanthine; Thein; Cafeina; 1,3,7-trimethylpurine-2,6-dione
MSDS:
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Application:
Ingredient of health care products.
InChIKey:
RYYVLZVUVIJVGH-UHFFFAOYSA-N
InChI:
InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
Canonical SMILES:
CN1C=NC2=C1C(=O)N(C(=O)N2C)C
1.Extracorporeal elimination of butalbital in acute aspirin-butalbital-caffeine-codeine (Fiorinal with Codeine) poisoning.
Poyant JO;Albright R;Clain J;Pandompatam G;Barreto EF Clin Toxicol (Phila). 2018 Jun;56(6):439-441. doi: 10.1080/15563650.2017.1400554. Epub 2017 Nov 10.
BACKGROUND: ;Butalbital is a small molecule (approximately 220 Da), with 26% protein binding, a 0.8 L/kg volume of distribution, and is eliminated nearly 80% unchanged in the urine. Although hemodialysis has been used to treat overdoses of other barbiturates, the extracorporeal clearance of butalbital is unknown. The objective of this case is to describe the use of extracorporeal therapy to augment elimination of butalbital after an overdose of aspirin 325 mg-butalbital 50 mg-caffeine 40 mg with codeine 30 mg (Fiorinal with Codeine).;METHODS: ;This is a case report of a single patient.;RESULTS: ;A 67-year-old female was admitted to the medical intensive care unit approximately 3 h after ingestion of 40 tablets of Fiorinal with Codeine. Her presentation was notable for a decline in mental status, preserved renal function and a relatively low peak salicylate concentration at 46.4 mg/dL (3.4 mmol/L). Approximately 8 h after ingestion of 2000 mg of butalbital, our patient's serum concentration was 26.9 mg/L (normal <10 mg/L). At the end of a four-hour hemodialysis session, the total body elimination of butalbital was approximately 60% which corresponded to an intradialytic clearance of 233-300 mL/min.
2.Effect of caffeine on response of rabbit isolated corpus cavernosum to high K+ solution, noradrenaline and transmural electrical stimulation.
Adebiyi A;Adaikan PG Clin Exp Pharmacol Physiol. 2004 Jan-Feb;31(1-2):82-5.
1. Caffeine has wide-ranging activities on smooth muscles, including contractile and relaxant effects. The aim of the present study was to examine the activity of caffeine on rabbit corpus cavernosum (RCC). 2. The effects of caffeine (0.5-4.0 mmol/L) on the response of RCC to high K+ solution, noradrenaline (NA) and transmural electrical stimulation (EFS) were studied in a tissue bath system. 3. Caffeine did not contract the RCC. However, 0.5-4.0 mmol/L caffeine caused concentration-dependent relaxation of tension development in high-K+ (120 mmol/L) solution in contrast with the solvent control. At 4.0 mmol/L caffeine, high-K+ solution-induced tone of the RCC was reduced by 73.4 +/- 7.3%. Caffeine (0.5-4.0 mmol/L) also concentration-dependently relaxed NA (12.5 micro mol/L)-induced tonic contraction of the RCC. At 4.0 mmol/L caffeine, NA-induced tone of the RCC was reduced by 41.1 +/- 7.0%. Incubation of RCC in 2.0 mmol/L caffeine for 30 min prior to EFS (1-40 Hz) caused a marked rightward shift in the frequency-response curve. 4. The results of the present study suggest that caffeine exhibits relaxant activity on rabbit cavernosal smooth muscle and the mechanism of this activity possibly involves inhibition of Ca2+ signalling.
3.Associations of Urinary Caffeine and Caffeine Metabolites With Arterial Stiffness in a Large Population-Based Study.
Ponte B;Pruijm M;Ackermann D;Ehret G;Ansermot N;Staessen JA;Vogt B;Pechère-Bertschi A;Burnier M;Martin PY;Eap CB;Bochud M;Guessous I Mayo Clin Proc. 2018 May;93(5):586-596. doi: 10.1016/j.mayocp.2017.12.010. Epub 2018 Mar 15.
OBJECTIVE: ;To assess the influence of caffeine on arterial stiffness by exploring the association of urinary excretion of caffeine and its related metabolites with pulse pressure (PP) and pulse wave velocity (PWV).;PARTICIPANTS AND METHODS: ;Families were randomly selected from the general population of 3 Swiss cities from November 25, 2009, through April 4, 2013. Pulse pressure was defined as the difference between the systolic and diastolic blood pressures obtained by 24-hour ambulatory monitoring. Carotid-femoral PWV was determined by applanation tonometry. Urinary caffeine, paraxanthine, theophylline, and theobromine excretions were measured in 24-hour urine collections. Multivariate linear and logistic mixed models were used to explore the associations of quartiles of urinary caffeine and metabolite excretions with PP, high PP, and PWV.;RESULTS: ;We included 863 participants with a mean ± SD age of 47.1±17.6 years, 24-hour PP of 41.9±9.2 mm Hg, and PWV of 8.0±2.3 m/s. Mean (SE) brachial PP decreased from 43.5 (0.5) to 40.5 (0.6) mm Hg from the lowest to the highest quartiles of 24-hour urinary caffeine excretion (P<.001). The odds ratio (95% CI) of high PP decreased linearly from 1.
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CAS 58-08-2 Caffeine

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