Altox

Database / Pharmaceutical impurity

Pharmaceutical impurity

Loratadine Imp. C (EP): Ethyl 4-(4,8-Dichloro-5,6-dihydro- 11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11- ylidene)piperidine-1-carboxylate

Loratadine Imp. C (EP): Ethyl 4-(4,8-Dichloro-5,6-dihydro- 11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11- ylidene)piperidine-1-carboxylate is listed in the pharmaceutical impurity collection under CAS 165739-83-3. Its represented structure has formula C22H22Cl2N2O2 and a calculated molecular weight of 417.34 g/mol.

2D chemical structure

O O N C l C l N

Chemical identity

Catalog name
Loratadine Imp. C (EP): Ethyl 4-(4,8-Dichloro-5,6-dihydro- 11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11- ylidene)piperidine-1-carboxylate
Common name
Loratadine Imp. C (EP)
Chemical name
Ethyl 4-(4,8-Dichloro-5,6-dihydro- 11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11- ylidene)piperidine-1-carboxylate
CAS
165739-83-3
SMILES
CCOC(=O)N1CCC(=C2c3ccc(Cl)cc3CCc3c(Cl)ccnc32)CC1
InChI
InChI=1S/C22H22Cl2N2O2/c1-2-28-22(27)26-11-8-14(9-12-26)20-17-6-4-16(23)13-15(17)3-5-18-19(24)7-10-25-21(18)20/h4,6-7,10,13H,2-3,5,8-9,11-12H2,1H3
InChIKey
LOTMYBFPXGPIDD-UHFFFAOYSA-N
Associated API
Loratadine

Record ID: A1e3f1a361c84

Computed properties

C22H22Cl2N2O2 Molecular formula
417.336 g/molMolecular weight
416.1058 DaMonoisotopic exact mass
42.43 ŲTopological polar surface area
5.5412 Calculated LogP (Wildman–Crippen)
111.958 cm³/molMolar refractivity (Wildman–Crippen)
3 countHydrogen-bond acceptors
0 countHydrogen-bond donors

Descriptors are calculated from the displayed SMILES. Calculated LogP is not a measured partition coefficient or a pH-specific LogD.

Molecular descriptor profile

Descriptor radar

Mol. weight LogP TPSA HBA HBD Rotatable 25 50 75 100

Structural feature counts

0 2 4 Count H-bond acceptors H-bond donors Rotatable bonds Rings Aromatic rings Stereo centers

Element composition

C Cl H N O 0 5 10 15 20 Number of atoms

Radar scale: 0–100 percentile within 25,771 distinct represented structures in this release, using the midpoint rank for ties. Larger values indicate a higher descriptor rank, not greater safety or toxicity. Element counts include hydrogen and combine isotopes under each element.

Radar values and percentile reference
DescriptorValuePercentile
Molecular weight417.33673.18
Calculated LogP (Wildman–Crippen)5.541292.76
Topological polar surface area42.4324.28
Hydrogen-bond acceptors333.13
Hydrogen-bond donors011.28
Rotatable bonds (strict)112.12

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC22H22Cl2N2O2dimensionless
Molecular weight417.336g/mol
Monoisotopic exact mass416.1058Da
Topological polar surface area42.43Ų
Calculated LogP (Wildman–Crippen)5.5412dimensionless
Molar refractivity (Wildman–Crippen)111.958cm³/mol
Hydrogen-bond acceptors3count
Hydrogen-bond donors0count
Rotatable bonds (strict)1count
Heavy atoms28count
Heteroatoms6count
Rings4count
Aromatic rings2count
Aliphatic rings2count
Saturated rings1count
Aromatic heterocycles1count
Aliphatic heterocycles1count
Saturated heterocycles1count
Aromatic carbocycles1count
Aliphatic carbocycles1count
Fraction of sp³ carbon atoms0.3636fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters0count
Unspecified atom stereocenters0count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area174.6627Ų
Valence electrons146count
Radical electrons0count
Bertz complexity945.5481index
Balaban J1.7876index

Ring categories overlap and should not be summed. No toxicity result, PDE, HBEL or acceptable intake is inferred from these descriptors.

Toxicological services and resources for Loratadine Imp. C (EP): Ethyl 4-(4,8-Dichloro-5,6-dihydro- 11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11- ylidene)piperidine-1-carboxylate

Qualification and safety assessment of Loratadine Imp. C (EP): Ethyl 4-(4,8-Dichloro-5,6-dihydro- 11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11- ylidene)piperidine-1-carboxylate

Explore toxicological qualification of Loratadine Imp. C (EP): Ethyl 4-(4,8-Dichloro-5,6-dihydro- 11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11- ylidene)piperidine-1-carboxylate and ICH M7 mutagenic impurity assessment of Loratadine Imp. C (EP): Ethyl 4-(4,8-Dichloro-5,6-dihydro- 11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11- ylidene)piperidine-1-carboxylate for evaluation of this impurity in its pharmaceutical context.

Where data gaps need to be addressed, resources include read-across assessment for Loratadine Imp. C (EP): Ethyl 4-(4,8-Dichloro-5,6-dihydro- 11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11- ylidene)piperidine-1-carboxylate and acceptable intake and limit justification for Loratadine Imp. C (EP): Ethyl 4-(4,8-Dichloro-5,6-dihydro- 11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11- ylidene)piperidine-1-carboxylate. The relevant approach depends on the available evidence, exposure and duration of use.

Related Altox services and technical resources

Other catalogue designations with the same represented structure

These are separate catalogue entries; shared structure does not establish interchangeable pharmacopoeial designations.

Identity sources and calculation method

Identifiers originate from the source catalogues and available public identity records. InChI and InChIKey on this page are generated from the displayed SMILES. RDKit validation checks the molecular representation; it does not independently verify every catalogue assignment.

Discuss an assessment for Loratadine Imp. C (EP): Ethyl 4-(4,8-Dichloro-5,6-dihydro- 11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11- ylidene)piperidine-1-carboxylate

Explore Altox services and software through the Altox Pharma-Hub.