Compound: Caffeine citrate
SMILES: O=c1n(c(=O)c2n(C)cnc2n1C)C.O=C(O)C(O)(CC(=O)O)CC(=O)O
InChIKey: RCQXSQPPHJPGOF-UHFFFAOYSA-N
Synonyms: Caffeine citrate, 69-22-7, Caffeine, Citrated, Cafcit, Citrated caffeine, peyona, DTXSID5046938, U26EO4675Q, 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, mixt. with 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione, DTXCID3026938, NSC63248, Caffeina Citrata, RefChem:54593, Caffeine Citrate Oral Solution, 614-938-9, NCGC00015208-09, Caffeina citrate, Citrated caffein, 2-hydroxypropane-1,2,3-tricarboxylic acid;1,3,7-trimethylpurine-2,6-dione, Caffeine citrate (1:1), CAS-69-22-7, Caffeine, citrated [NF], UNII-U26EO4675Q, 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, mixt. with 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione; Caffeine Citrate; Caffeine citrate (6CI); Caffeine, citrate (1:1) (7CI,8CI); 1H-Purine-2,6-dione, 3,7-dihydro-1,3,7-trimethyl-, mixt. contg. (9CI); Citrated caffeine, Cafcit (TN), Caffeine citrate (USP), caffeine-citric acid 1/1, SCHEMBL452067, CHEMBL1200569, CAFFEINE CITRATE [MART.], CITRATED CAFFEINE [VANDF], CAFFEINE CITRATE [WHO-DD], C14H18N4O9, CAFFEINE CITRATE [EMA EPAR], Tox21_110099, EBC-13462, NSC-63248, AKOS030254796, CAFFEINE CITRATE [ORANGE BOOK], Tox21_110099_1, CAFFEINE CITRATE [USP IMPURITY], FC35311, NCGC00015208-19, DB-055239, citric acid;1,3,7-trimethylpurine-2,6-dione, D07603, EN300-12576315, Q2974480, 3,7-DIHYDRO-1,3,7-TRIMETHYL-1H-PURINE-2,6-DIONE CITRATE, 1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione; 2-hydroxypropane-1,2,3-tricarboxylic acid, 1H-PURINE-2,6-DIONE, 3,7-DIHYDRO-1,3,7-TRIMETHYL-, 2-HYDROXYPROPANE-1,2,3-TRICARBOXYLATE, 2-Hydroxypropane-1,2,3-tricarboxylic acid--1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione (1/1), 2097117-68-3
Theoretical properties:
molecular_formula: C14H18N4O9
molecular_weight: 386.31 g/mol
exact_mass: 386.10737816 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 10
rotatable_bond_count: 5
heavy_atom_count: 27
topological_polar_surface_area: 191 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 2
Physical properties:
Descriptions:
chembl: CAFFEINE CITRATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Caffeine citrate, sold under the brand name Cafcit among others, is a medication used to treat a lack of breathing in premature babies. Specifically it is given to babies who are born at less than 35 weeks or weigh less than 2 kilograms (4.4 lb) once other causes are ruled out. It is given by mouth or slow injection into a vein.
Side effects can include problems feeding, increased heart rate, low blood sugar, necrotizing enterocolitis, and kidney problems. Testing blood caffeine levels is occasionally recommended. Although it is often referred to as a citric acid salt of caffeine, as implied by its name, caffeine citrate in fact consists of cocrystals of the two components. Caffeine citrate is in the xanthine family of medication. It works by stimulating the respiratory centers in the brain.
Although caffeine was isolated in 1819, it was not until 1977 that caffeine citrate was first used for treating apnea of prematurity. It is on the World Health Organization's List of Essential Medicines. The intravenous form may also be taken by mouth.
In June 2020, the Committee for Medicinal Products for Human Use (CHMP) of the European Medicines Agency (EMA) recommended the approval of Gencebok. It was approved for use in the European Union in August 2020.