Name
Pamabrom
Drug Entry
Bromotheophylline

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.1 Bromotheophylline is categorized on the FDA as a drug substance with an inactive state since March, 1980.3 It is also approved by Health Canada to be used alone or in combination with Acetaminophen in OTC products.4

Accession Number
DBSALT002688  (DB11106)
Structure
Thumb
Synonyms
2-Amino-2-methylpropanol 8-bromotheophyllinate
UNII
UA8U0KJM72
CAS Number
606-04-2
Weight
Average: 348.201
Monoisotopic: 347.059302
Chemical Formula
C11H18BrN5O3
InChI Key
ATOTUUBRFJHZQG-UHFFFAOYSA-N
InChI
InChI=1S/C7H7BrN4O2.C4H11NO/c1-11-4-3(9-6(8)10-4)5(13)12(2)7(11)14;1-4(2,5)3-6/h1-2H3,(H,9,10);6H,3,5H2,1-2H3
IUPAC Name
2-amino-2-methylpropan-1-ol; 8-bromo-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
SMILES
CC(C)(N)CO.CN1C2=C(NC(Br)=N2)C(=O)N(C)C1=O
External Links
PubChem Compound
11806
PubChem Substance
347827898
ChemSpider
11313
ChEMBL
CHEMBL2104825
Wikipedia
Pamabrom
Predicted Properties
PropertyValueSource
Water Solubility3.92 mg/mLALOGPS
logP0.23ALOGPS
logP0.29ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)5.58ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area69.3 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity52.56 m3·mol-1ChemAxon
Polarizability20.67 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon