| Identification | More | [Name]
Theophylline-7-acetic acid | [CAS]
652-37-9 | [Synonyms]
(1,3-DIMETHYL-2,6-DIOXO-1,2,3,6-TETRAHYDRO-PURIN-7-YL)-ACETIC ACID
1,3-DIMETHYLXANTHINE-7-ACETIC ACID
7-THEOPHYLLINE ACETIC ACID
ACEFYLLINE
AKOS BBS-00003810
LABOTEST-BB LT00053164
THEOPHYLLINE-7-ACETIC ACID
THEOPHYLLINEACETIC ACID
1,2,3,6-tetrahydro-1,3-dimethyl-2,6-dioxo-purine-7-aceticaci
1,2,3,6-tetrahydro-1,3-dimethyl-2,6-dioxopurine-7-aceticacid
7-(carboxymethyl)theophylline
7-theophyllinylaceticacid
acephylline
acidetheophylline-ethanoique-7
theophyllin-7-ylacetic acid
7-Theophyline Acetic Acid
CAFFEINE CARBOXYLIC ACID
Theophylline-7-aceticacid,98%
Carboxymethyltheophylline
THEOPHYLINE ACETIC ACID | [EINECS(EC#)]
211-490-2 | [Molecular Formula]
C9H10N4O4 | [MDL Number]
MFCD00022832 | [Molecular Weight]
238.2 | [MOL File]
652-37-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
270-272 °C | [Boiling point ]
269-271 C | [density ]
1?+-.0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
DMSO (Slightly) | [form ]
Solid | [pka]
3.72±0.10(Predicted) | [color ]
White | [Merck ]
14,24 | [BRN ]
279221 | [LogP]
-0.490 (est) | [CAS DataBase Reference]
652-37-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
2
| [RTECS ]
UO7451300
| [HS Code ]
2939.59.0000 |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
A xanthine derivative with bronchodilator activity. Typically combined as salt component with other medications such as Ambroxol to treat bronchial and pulmonary diseases. | [Uses]
A xanthine derivative with bronchodilator activity. Typically combined as salt component with other medications such as Ambroxol to treat bronchial and pulmonary diseases. | [Uses]
Bronchospasm;Adenosine receptor antagonist | [Definition]
ChEBI: 2-(1,3-dimethyl-2,6-dioxo-7-purinyl)acetic acid is an oxopurine. | [Synthesis]
General method: LiOH-H2O (1.5 eq.) was added in batches to a stirred solution of ester compounds 2a-2b (1.0 eq.) dissolved in THF (10 v/v) and H2O (10 v/v) at room temperature, and the reaction mixture was stirred continuously for 2 hr. The reaction progress was monitored by TLC. Upon completion of the reaction, THF was removed by concentration under reduced pressure, acidified to acidity with aqueous KHSO4, and subsequently extracted with a solvent mixture of 5% methanol and dichloromethane. The organic phases were combined, dried with anhydrous Na2SO4, filtered and concentrated under reduced pressure to give the target solid products 3a-3b.
4.2.3 Synthesis of 2-(1,3-dimethyl-2,6-dioxo-2,3-dihydro-1H-purin-7(6H)-yl)acetic acid (3a): compound 2a (5 g, 18.78 mmol) was dissolved in 100 mL of THF:H2O (1:1) mixed solvent, LiOH-H2O (1.18 g, 28.18 mmol) was added, and the product was extracted as described in the The above general method was operated to give the white solid product 3a (4.1 g, 91% yield).1H NMR (400 MHz, DMSO-d6) δ: 13.27 (brs, 1H), 8.04 (s, 1H), 5.07 (s, 2H), 3.44 (s, 3H), 3.20 (s, 3H); m/z (ES)+: 239.04 [M +H]+. | [References]
[1] European Journal of Medicinal Chemistry, 2016, vol. 123, p. 379 - 396
[2] MedChemComm, 2017, vol. 8, # 1, p. 176 - 183
[3] Ricerca Scientifica, 1952, vol. 22, p. 1596,1599
[4] Journal of Medicinal Chemistry, 1999, vol. 42, # 14, p. 2527 - 2534
[5] Heterocyclic Communications, 2015, vol. 21, # 1, p. 13 - 18 |
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