Loratadine
C₂₂H₂₃ClN₂O₂·382.888 g/mol·Pharmaceutical·CID 3957
DrugAntihistamine
A second-generation antihistamine (Claritin) that blocks H₁ receptors without crossing the blood-brain barrier significantly, causing minimal drowsiness. Used for allergic rhinitis and urticaria. Available over the counter worldwide.
IUPAC: ethyl 4-(13-chloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene)piperidine-1-carboxylate
Also known as: 79794-75-5, Claritin, Alavert, Clarityn, Clarityne (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
382.900g/mol
Exact Mass
382.144806Da
Monoisotopic Mass
382.144806Da
XLogP
5.2
Polar Surface Area
42.4Ų
Complexity
569
Formal Charge
0
H-Bond Donors
0
H-Bond Acceptors
3
Rotatable Bonds
2
Heavy Atoms
27
Stereo Centers
0
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 382.9 g/mol
MW ≤ 500
✗ 5.2
LogP ≤ 5
✓ 0
H-bond donors ≤ 5
✓ 3
H-bond acceptors ≤ 10
1 violation — may still have acceptable bioavailability
GHS Hazard Classification
Danger
Hazards
H315Causes skin irritationH317May cause an allergic skin reactionH319Causes serious eye irritationH335May cause respiratory irritationH341Suspected of causing genetic defectsH351Suspected of causing cancerH361Suspected of damaging fertility or the unborn childH400Very toxic to aquatic lifeH410Very toxic to aquatic life with long lasting effectsH360May damage fertility or the unborn child
Source: PubChem GHS Classification. Always consult the SDS for handling.
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C22H23ClN2O2/c1-2-27-22(26)25-12-9-15(10-13-25)20-19-8-7-18(23)14-17(19)6-5-16-4-3-11-24-21(16)20/h3-4,7-8,11,14H,2,5-6,9-10,12-13H2,1H3
Constituent Elements
Isomers8 compounds with formula C₂₂H₂₃ClN₂O₂
6-chloro-N-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydroacridin-9-amine
CID 122199179 · 382.9 g/mol
2-[2-[(benzylamino)methyl]phenoxy]-N-phenylacetamide;hydrochloride
CID 2962532 · 382.9 g/mol
[1-(4-chlorophenyl)-3-(dimethylamino)propyl] N-naphthalen-2-ylcarbamate
CID 11653844 · 382.9 g/mol
6-(6-aminohexyl)indeno[1,2-c]isoquinoline-5,11-dione;hydrochloride
CID 16221320 · 382.9 g/mol
3-chloro-N-cyclopropyl-5-[4-(cyclopropylmethylcarbamoyl)phenyl]-4-methylbenzamide
CID 44479929 · 382.9 g/mol
6-[4-chloro-3-(cyclopropylmethoxy)phenyl]-2-methyl-7-propan-2-yl-3H-quinazolin-4-one
CID 135444669 · 382.9 g/mol
ethyl 4-(13-chloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate
CID 59047051 · 382.9 g/mol
2-[[2-(4-chlorophenyl)-6-methoxyquinolin-8-yl]amino]cyclohexan-1-ol
CID 289745 · 382.9 g/mol