What is the molecular formula of Loratadine?

Loratadine has a molecular formula of C 22 H 23 ClN 2 O 2

What is the InChI Key of Loratadine molecule?

The InChI Key of Loratadine is: JCCNYMKQOSZNPW-UHFFFAOYSA-N.

What is the molecular weight of Loratadine?

Loratadine presents a molecular weight of 382.883 g/mol.

Loratadine

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Loratadine are summarized together with 3D and 2D structures and relevant physico-chemical properties.

Table of Contents

1. What is Loratadine?
2. 3D Structure
3. Cartesian coordinates
4. 2D Drawing
5. Molecule descriptors
6. Physico-Chemical properties

What is the Loratadine?

The molecule Loratadine presents a molecular formula of C₂₂H₂₃ClN₂O₂ and its IUPAC name is 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.

Loratadine is a tricyclic antihistamine that acts as a selective inverse agonist of the histamine H1 receptor. It is used in the treatment of allergies, hay fever, urticaria, and pruritus. Loratadine was developed in the 1980s and was first marketed in the United States in 1993..

3D structure

Cartesian coordinates

Geometry of Loratadine in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

Loratadine JCCNYMKQOSZNPW-UHFFFAOYSA-N chemical compound 2D structure molecule svg — Loratadine

Molecule descriptors

IUPAC name	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
InChI code	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
InChI Key	JCCNYMKQOSZNPW-UHFFFAOYSA-N
SMILES	CCOC(=O)N1CCC(=C2c3ccc(Cl)cc3CCc3cccnc32)CC1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

1-Piperidenecarboxylic acid,6-duhydro-11H-benzo [5,6]cyclohepta[1,2-b]-pyridin-11-ylidene)-, ethyl ester
1-Piperidinecarboxylic acid, 4-(8-chloro-5,6-dihydro-11H-benzo(5,6)cyclohepta(1,2-b)pyridin-11-ylidene)-, ethyl ester
1-Piperidinecarboxylic acid, 4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-, ethyl ester
1-Piperidinecarboxylic acid,4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-, ethyl ester
11-[N-(ethoxycarbonyl)-4-piperidylidene]-8-chloro-6,11-dihydro-5H-benzo-[5,6]cyclohepta[1,2-b]pyridine
1398065-63-8
4-(8-Chloro-5,6-dihydro-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-piperidine-1-carboxylic acid ethyl ester
4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylic acid ethyl ester
4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cycloheptal[1,2-b]pyridin-11-ylidene-1-piperidinecarboxylic acid ethyl ester
4-(8-chloro-5,6-dihydrobenzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)piperidine-1-carboxylic acid ethyl ester
794L755
79794-75-5
7AJO3BO7QN
8-Chloro-6,11-dihydro-11-(1-ethoxycarbonyl-4-piperidylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
8-chloro-11-(1-ethoxycarbonyl-4-piperidylidene)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
8-chloro-6,11-dihydro-11-(1- ethoxycarbonyl-4-piperidylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
AB00053224-15
AB00053224-16
AB00053224_17
AB00053224_18
AB06849
AC-2086
ACT04775
AMY15355
Aerotina
Alavert
Alerpriv
Allertidin
Anhissen
BAY76-2211
BBL010757
BCP0726000007
BCP22338
BCP9000858
BDBM22876
BIDD:GT0198
BL164637
BSPBio_002300
Bactimicina allergy
Bedix Loratadina
Biloina
Bonalerg
CCG-100786
CCG-39362
CLARITIN-D COMPONENT LORATADINE
CS-0887
Civeran
Claratyne
Clarinase Reperabs
Claritin
Claritin Hives Relief
Claritin Hives Relief Reditab
Claritin Reditabs
Claritin reditab
Claritine
Clarityn
Clarityne
Clarityne Dy Repetabs
Clarityne-D
Cronopen
Children's Claritin
D00364
DB00455
DL-436
DSSTox_CID_3224
DSSTox_GSID_23224
DSSTox_RID_76931
DivK1c_000792
EU-0100680
Ethyl 4-(8-chloro-5,6-dihydro-11H-benzo(5,6)cyclohepta(1,2-b)pyridin-11-ylidene)-1-piperidinecarboxylate
Ethyl 4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylate
Ethyl 4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidine)-1-piperidinecarboxylate
FT-0627976
Flonidan
Fristamin
GTPL7216
HMS2051G11
HMS2090O18
HMS2093I15
HMS2235G23
HMS3262G21
HMS3268M16
HMS3371D13
HMS3393G11
HMS3412N06
HMS3654L17
HMS3676N06
HMS3714E09
HMS502H14
HSDB 3578
HY-17043
Histaloran
IDI1_000792
KBio1_000792
KBio2_001976
KBio2_004544
KBio2_007112
KBio3_001520
KBioGR_000693
KBioSS_001976
KS-1079
Klaritin
L 9664
L000667
L0223
LORATADINE COMPONENT OF CLARITIN-D
LP00680
Lergy
Lertamine
Lesidas
Lisino
Lopac-L-9664
Lopac0_000680
Loracert
Loradex
Loradif
Loranox
Lorantis
Lorastine
Loratadina
Loratadine
Loratadine (Desloratadine Impurity E)
Loratadine (JAN/USP/INN)
Loratadine 0.1 mg/ml in Methanol
Loratadine Redidose
Loratadine,(S)
Loratadine- Bio-X
Loratadine-d5(ethyl-d5)
LoratadineI-0deg(L13)
LoratadineI-m100(L13)
LoratadineI-m173(L13)
LoratadineI-p25
LoratadineI-p80(L13)
Loratadinum
Loratidine
Loratyne
Loraver
Lorfast
Loritine
Lowadina
MFCD00672869
MLS000069647
MLS000758260
MLS001148466
MLS001423984
NC00036
NCGC00015619-01
NCGC00015619-02
NCGC00015619-03
NCGC00015619-04
NCGC00015619-05
NCGC00015619-06
NCGC00015619-07
NCGC00015619-08
NCGC00015619-09
NCGC00015619-10
NCGC00015619-11
NCGC00015619-12
NCGC00015619-13
NCGC00015619-26
NCGC00023125-02
NCGC00023125-04
NCGC00023125-05
NCGC00023125-06
NCGC00023125-07
NCGC00255171-01
NCGC00261365-01
NCI60_041473
NINDS_000792
NSC 721075
NSC 758628
NSC-721075
NSC-758628
NSC721075
NSC758628
Nularef
Opera_ID_1868
Oprea1_027965
Optimin
Pharmakon1600-01503712
Polaratyne
Pylor
Q-100833
Q424049
REGID_for_CID_3957
Restamine
SBI-0050659.P003
SDCCGSBI-0050659.P004
SMR000058255
SPECTRUM1503712
SR-01000075968
SR-01000075968-1
SR-01000075968-3
SR-01000075968-4
SR-01000075968-6
STK574925
SW197416-3
SY052751
Sanelor
Sch 29851
Sch-29851
Sensibit
Sinhistan Dy
Sohotin
Tadine
Talorat Dy
Tocris-1944
Topcare childrens allergy relief
Velodan
Versal
Z1741979837
Zeos
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
ethyl 4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)piperidine-1-carboxylate
ethyl 4-(8-chloro-5,6-dihydrobenzo[1,2]cyclohepta[2,4-b]pyridin-11-ylidene)piperidine-1-carboxylate
ethyl 4-{13-chloro-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}piperidine-1-carboxylate
loratadine
loratadine impurity c;4-(4,8-dichloro-5,6-dihydro-11h-benzo(5,6)cyclohepta(1,2-b)pyridin-11-ylidene)-1-piperidinecarboxylic acid ethyl ester
loratadine-form1
loratadine-form2-He
s1358

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:

CAS number (Chemical Abstracts Service Registry Number) is a unique identifier is assigned to every chemical compound indexed in the CAS database.
Beilstein: The Beilstein database is a comprehensive source of information on organic chemistry, including information on chemical structures, properties, and reactions. The Beilstein database assigns unique identifiers which can be used to identify compounds in scientific literature and other sources.
ChEBI (Chemical Entities of Biological Interest): ChEBI is a database of small chemical molecules that are of interest in the field of biology.
PubChem CID (Compound Identifier): PubChem is a database of chemical compounds that is maintained by the National Institutes of Health (NIH).
RTECS number (Registry of Toxic Effects of Chemical Substances): The RTECS is a database of information on the toxic effects of chemicals, including information on their structures and properties.
ChEMBL (Compound Bioactivity Data): ChEMBL is a database of bioactivity data for small molecules, including information on their properties and structures.
CompTox Dashboard (Environmental Protection Agency): The CompTox Dashboard is a database of information on the toxicology and environmental effects of chemicals.

ZINC537931
CAS-79794-75-5
UNII-7AJO3BO7QN
AKOS005499513
BRD-K82795137-001-02-3
BRD-K82795137-001-10-6
DTXSID2023224
CHEMBL998
CHEBI:6538
Tox21_110185
Tox21_301532
Tox21_500680
Tox21_110185_1
SPBio_001548
SCHEMBL4596
Spectrum_001496
Spectrum2_001584
Spectrum3_000740
Spectrum4_000177
Spectrum5_001650

Physico-Chemical properties

IUPAC name	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
Molecular formula	C₂₂H₂₃ClN₂O₂
Molecular weight	382.883
Melting point (ºC)
Boiling point (ºC)
Density (g/cm³)
Molar refractivity	111.66
LogP	4.8
Topological polar surface area	42.4

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (K_ow) data is applied in toxicology and drug research. K_ow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(K_ow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å² are required. Thus, molecules with a polar surface area greater than 140 Å² tend to be poorly permeable to cell membranes.