CAS 4921-49-7

8-Chlorocaffeine

Description:

8-Chlorocaffeine, with the CAS number 4921-49-7, is a chlorinated derivative of caffeine, a well-known stimulant found in coffee and tea. This compound features a chlorine atom substituted at the 8-position of the caffeine molecule, which alters its chemical properties and biological activity. It typically appears as a white to off-white crystalline solid and is soluble in organic solvents, though its solubility in water may be limited. The presence of the chlorine atom can influence its pharmacological effects, potentially enhancing or modifying its stimulant properties compared to caffeine. 8-Chlorocaffeine is of interest in research for its potential applications in pharmacology and biochemistry, particularly in studies related to the central nervous system. As with many chlorinated compounds, it is essential to handle 8-chlorocaffeine with care, considering potential toxicity and environmental impact. Overall, its unique structure and properties make it a subject of interest in both synthetic and medicinal chemistry.

Formula: C₈H₉ClN₄O₂

InChI: InChI=1/C8H9ClN4O2/c1-11-4-5(10-7(11)9)12(2)8(15)13(3)6(4)14/h1-3H3

InChI key: InChIKey=HGKPGBJNNATDRR-UHFFFAOYSA-N

SMILES: CN1C2=C(C(=O)N(C)C1=O)N(C)C(Cl)=N2

Synonyms:

• 1H-Purine-2,6-dione, 8-chloro-3,7-dihydro-1,3,7-trimethyl-
• 1H-Purine-2,6-dione, 8-chloro-3,7-dihydro-1,3,7-trimethyl- (9CI)
• 8-Chloro-1,3,7-trimethylxanthine
• 8-Chlorocaffeine
• 8-chloro-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione
• Brn 0232628
• Caffeine, 8-chloro-
• Nsc 6277
• 8-Chloro-3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione
• 5-26-14-00135 (Beilstein Handbook Reference)
• 8-Chloro-3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione
• 1,3,7-Trimethyl-8-chloroxanthine
• Caffeine EP Impurity A
• Dimenhydrinate EP Impurity E (8-Chlorocaffeine)
• Dimenhydrinate Impurity 3
• 8-Chloro-1,3,7-trimethyl-3,7-dihydr
• Dimenhydrinate Impurity 5 (Dimenhydrinate EP Impurity E)
• Caffeine Impurity 2
• Dimenhydrinate Impurity E
• Dimenhydrinate Related Compound E (8-chloro-3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione) (1206017)
• DiMenhydrinate Related CoMpound E
• Dimenhydrinate USP Related Compound E

Dimenhydrinate Related Compound E (8-chloro-3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione)

CAS: 4921-49-7

Vegetable alkaloids, natural or reproduced by synthesis, their salts and other derivatives, nesoi

Formula: C₈H₉ClN₄O₂

Color and Shape: White Off-White Powder

Molecular weight: 228.0414

Ref: 45-1206017

Dimenhydrinate EP Impurity E (Dimenhydrinate USP Related Compound E)

CAS: 4921-49-7

Formula: C₈H₉ClN₄O₂

Color and Shape: White To Off-White Solid

Molecular weight: 228.64

Ref: 4Z-D-788

8-Chloro caffeine

CAS: 4921-49-7

8-Chloro caffeine binds to adenosine receptors with a Ki of 30 µM. It enhances UV-induced chromosomal aberrations in the Cl-I type Chinese hamster embryo lung cells. 8-Chloro caffeine is a derivative of the methylxanthine alkaloid caffeine.

Formula: C₈H₉ClN₄O₂

Color and Shape: Solid

Molecular weight: 228.64

Ref: TM-T203277

8-Chloro caffeine

CAS: 4921-49-7

8-Chloro caffeine

Purity: ≥95%

Ref: 54-OR1041454

8-Chloro-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione (8-Chlorocaffeine)

CAS: 4921-49-7

Color and Shape: Neat

Ref: 86-MM0599.08

8-Chloro Caffeine

CAS: 4921-49-7

Applications A halogenated analog of Caffeine (C080100) as potential radiosensitizing agent.
References Bruns, R.F., et al.: Biochem. Pharmacol., 30, 325 (1981),

Formula: C₈H₉ClN₄O₂

Color and Shape: White Solid

Molecular weight: 228.64

Ref: TR-C364780

Dimenhydrinate EP Impurity E

CAS: 4921-49-7

Formula: C₈H₉ClN₄O₂

Molecular weight: 228.64

Ref: ST-EA-CP-D52005

Dimenhydrinate Related Compound E

Controlled Product

CAS: 4921-49-7

Dimenhydrinate Related Compound E is a test compound that has shown potentiation of the inhibitory properties of hydrochloric acid against a variety of enzymes. This compound inhibits the enzyme activity of cyclooxygenase-1 (COX-1) and COX-2, which are important in the production of prostaglandins. Dimenhydrinate Related Compound E also has anticancer activity, which may be due to its ability to cause DNA damage by inhibiting the synthesis of proteins needed for cell replication. The use of this compound may have genotoxic effects and chronic exposure should be avoided.

Formula: C₈H₉ClN₄O₂

Purity: Min. 95%

Molecular weight: 228.64 g/mol

Ref: 3D-EAA92149