Theophylline

A methylxanthine derivative used as a bronchodilator in the management of asthma and chronic obstructive pulmonary disease (COPD). Theophylline relaxes bronchial smooth muscle through phosphodiesterase inhibition and adenosine receptor antagonism, and may improve respiratory muscle function. Its clinical use is limited by a narrow therapeutic index, variable drug clearance, and potentially serious adverse effects, requiring therapeutic drug monitoring

Compound Structure

CAS Number: 58-55-9

Molecular Mass: 180.16 g/mol

Formula: C7H8N4O2

Smiles: Cn1c(=O)c2[nH]cnc2n(C)c1=O

Synonymes:

Bioactivity: Methylxanthine bronchodilator; nonselective phosphodiesterase inhibitor and adenosine receptor antagonist

Solubility in Different Solvents

Solvent Temperature [K] Crystal form Solubility [mg/mL] Reference
1-Octanol 322.3 - 1.1 [81]
1-Octanol 327.2 - 1.44 [81]
1-Octanol 330.2 - 1.88 [81]
1-Octanol 336.7 - 2.75 [81]
1-Octanol 337.5 - 2.97 [81]
1-Octanol 343.8 - 4.93 [81]
1-Octanol 352.1 - 6.86 [81]
1-Octanol 355.3 - 7.5 [81]
1-Octanol 364.5 - 8.6 [81]
1-Propanol 288.01 - 2.211 [82]
1-Propanol 297.95 - 3.26 [82]
1-Propanol 308.01 - 4.841 [82]
1-Propanol 318.11 - 7.38 [82]
1-Propanol 328.09 - 9.88 [82]
Acetone 288.02 - 1.649 [82]
Acetone 298.15 - 2.27 [82]
Acetone 308.15 - 2.981 [82]
Acetone 318.15 - 3.484 [82]
Acetone 328.1 - 4.201 [82]
Ethanol 288.01 - 2.5 [82]
Ethanol 297.95 - 3.567 [82]
Ethanol 308.01 - 5.263 [82]
Ethanol 309.4 - 2.4 [81]
Ethanol 313.0 - 3.93 [81]
Ethanol 318.11 - 7.648 [82]
Ethanol 318.6 - 6.0 [81]
Ethanol 321.3 - 8.1 [81]
Ethanol 325.2 - 10.8 [81]
Ethanol 328.09 - 9.505 [82]
Ethanol 332.8 - 15.0 [81]
Ethanol 340.1 - 24.5 [81]
Ethanol 345.3 - 36.23 [81]
Ethyl acetate 288.02 - 0.9313 [82]
Ethyl acetate 298.15 - 1.232 [82]
Ethyl acetate 308.15 - 1.627 [82]
Ethyl acetate 318.15 - 1.96 [82]
Ethyl acetate 328.1 - 2.472 [82]
Methanol 288.06 - 3.45 [82]
Methanol 298.16 - 6.065 [82]
Methanol 308.16 - 9.507 [82]
Methanol 318.13 - 12.9 [82]
Methanol 328.19 - 16.86 [82]
Water 288.06 - 3.252 [82]
Water 298.16 - 6.28 [82]
Water 308.16 - 9.838 [82]
Water 308.5 - 4.0 [81]
Water 310.6 - 5.0 [81]
Water 314.5 - 6.9 [81]
Water 316.7 - 8.9 [81]
Water 318.13 - 13.94 [82]
Water 319.3 - 9.9 [81]
Water 323.4 - 11.8 [81]
Water 326.2 - 17.7 [81]
Water 328.19 - 21.32 [82]
Water 333.3 - 25.6 [81]
Water 337.6 - 38.3 [81]
Water 342.6 - 62.9 [81]
Water 343.1 - 69.0 [81]

Molecule 3D descriptors

Descriptor Value
PMI1 422.9719
PMI2 568.0055
PMI3 984.5726
NPR1 0.4296
NPR2 0.5769
RadiusOfGyration 2.3415
InertialShapeFactor 0.0014
Eccentricity 0.9030
Asphericity 0.2613
SpherocityIndex 0.0579
PBF 0.1698