8-Bromotheophylline

Base Information

• Chemical Name: 8-Bromotheophylline
• CAS No.: 10381-75-6
• Molecular Formula: C7H7BrN4O2
• Molecular Weight: 259.062
• Hs Code.: 29395900
• European Community (EC) Number: 233-846-6
• NSC Number: 164940
• UNII: FZG87K1MQ6
• DSSTox Substance ID: DTXSID7044768
• Nikkaji Number: J236.804H
• Wikipedia: 8-Bromotheophylline
• Wikidata: Q27278353
• RXCUI: 1546386
• Metabolomics Workbench ID: 154736
• ChEMBL ID: CHEMBL316160
• Mol file: 10381-75-6.mol

Synonyms:8-Bromotheophylline;10381-75-6;Bromotheophylline;8-Bromo-1,3-dimethyl-1H-purine-2,6(3H,9H)-dione;Theophylline, 8-bromo-;8-bromo-1,3-dimethyl-7H-purine-2,6-dione;1H-Purine-2,6-dione, 8-bromo-3,7-dihydro-1,3-dimethyl-;C7H7BrN4O2;8-Bromotheophyline;8-bromo-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione;8-bromo-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione;UNII-FZG87K1MQ6;FZG87K1MQ6;8-bromo-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione;Predema;8-Bromo-1,3-dimethyl-3,7-dihydro-purine-2,6-dione;CHEMBL316160;DTXSID7044768;EINECS 233-846-6;MFCD00022664;NSC 164940;NSC-164940;NCGC00167564-01;1H-Purine-2,6-dione, 8-bromo-3,9-dihydro-1,3-dimethyl-;DTXCID5024768;CAS-10381-75-6;8-bromo-theophylline;8-bromo-1,3-dimethyl-3,7-dihydro-1H-pyrine-2,6-dione;Oprea1_299436;Oprea1_509676;MLS004754491;SCHEMBL237881;C7-H7-Br-N4-O2;Tox21_112559;BBL012666;BDBM50045345;CCG-19376;MFCD01848460;NSC164940;STK803299;8-BROMOTHEOPHYLLINE [USP-RS];AKOS000274376;AKOS001283003;Tox21_112559_1;AM85456;DB14018;GS-5727;HY-W088152;NCGC00167564-03;NCGC00167564-04;SMR002397689;SY023545;B3456;CS-0130336;FT-0636693;EN300-17892;8-bromanyl-1,3-dimethyl-7H-purine-2,6-dione;H10528;AB01300038-01;AB01300038_03;A800812;AF-399/37411012;SR-01000479300;1H-Purine-2, 8-bromo-3,7-dihydro-1,3-dimethyl-;SR-01000479300-1;W-108837;Q27278353;Z57161790;8-bromo-1,3-dimethyl-1H-purine-2,6(3H, 7H)-dione;F0807-0406

Chemical Property of 8-Bromotheophylline

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 5.49E-09mmHg at 25°C
• Melting Point: 295-297 °C
• Refractive Index: 1.651
• Boiling Point: 469.468 °C at 760 mmHg
• PKA: pKa 5.45±0.1(H2O t=24) (Uncertain)
• Flash Point: 237.726 °C
• PSA: 72.68000
• Density: 1.862 g/cm³
• LogP: -0.27720
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 257.97524
• Heavy Atom Count: 14
• Complexity: 297

Purity/Quality:

99% ^*data from raw suppliers

8-Bromotheophylline ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 24/25-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C2=C(C(=O)N(C1=O)C)NC(=N2)Br
• Description: Bromotheophylline is the active moiety of pamabrom, a mixture of 2-amino-2-methyl-propanol and bromotheophylline. From this mixture, bromotheophylline acts as a weak diuretic that has been used along with some analgesics to relieve the symptoms of premenstrual syndrome. Bromotheophylline is categorized on the FDA as a drug substance with an inactive state since March, 1980. It is also approved by Health Canada to be used alone or in combination with [DB00316] in OTC products.
• Uses: The active component in the diuretic Diurex.

Technology Process of 8-Bromotheophylline

There total 7 articles about 8-Bromotheophylline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

8-trifluoroacetoxymercuritheophylline (86468-95-3) → 8-bromotheophylline (10381-75-6)

Guidance literature:

With bromine; sodium hydrogencarbonate; potassium bromide; at 80 ℃; for 0.5h; pH 7;

DOI:10.1007/BF00516220

Reference yield: 94.5%

theophylline (58-55-9,75448-53-2) → 8-bromotheophylline (10381-75-6)

Guidance literature:

With bromine; In water; acetic acid; at 50 ℃; for 4h;

Reference yield: 85.0%

8-bromo-1,3-dimethyl-7-(1,1-dioxothietan-3-yl)-3,7-dihydro-1H-pyrine-2,6-dione (208577-20-2) → 3-ethoxy-λ6-thietane 1,1-dioxide (82299-33-0) + 8-bromotheophylline (10381-75-6)

Guidance literature:

With sodium; In ethanol; for 0.5h; Heating;

DOI:10.1134/S1070428010050167

upstream raw materials:

theophylline

8-nitrotheophylline

8-trifluoroacetoxymercuritheophylline

hydrogen bromide

Downstream raw materials:

8,8'-dibromo-1,3,1',3'-tetramethyl-3,7,3',7'-tetrahydro-7,7'-(2-hydroxy-propanediyl)-bis-purine-2,6-dione

7-benzyl-8-bromo-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione

7-(2,3-Dihydroxypropyl)-8-bromotheophylline

8-Methylaminotheophyllin

Refernces

• 1、 Skulski, L.,Wroczynski, P.. "BROMO- AND IODODEMERCURATION OF 8-TRIFLUOROACETOXYMERCURI DERIVATIVES OF THEOPHYLLINE AND THEOBROMINE". . p. 447 - 450. Retrieved 1983.
• 2、 Schoeder, Clara T.,Mahardhika, Andhika B.,Drabczyńska, Anna,Kie?-Kononowicz, Katarzyna,Müller, Christa E.. "Discovery of Tricyclic Xanthines as Agonists of the Cannabinoid-Activated Orphan G-Protein-Coupled Receptor GPR18". . p. 2024 - 2031. Retrieved 2020.
• 3、 -. "SUBSTITUTED XANTHINES AND METHODS OF USE THEREOF". Paragraph 0207; 0208. . Retrieved 2014/09/30.