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Home> Encyclopedia >Anti-Allergic Agents>Pharmaceutical Intermediates>Pharmaceutical
Loratadine structure
Loratadine structure


Iupac Name:ethyl
CAS No.: 79794-75-5
Molecular Weight:382.88322
Modify Date.: 2022-10-31 22:49
Introduction: Loratadine is a non-sedating antihistamine indicated for use in allergic rhinitis and chronicurticaria. Its major advantage over other non-sedating antihistamines such as astemizoleand terfenadine is its very fast onset of action. Loratadine is claimed not to cross theblood-brain barrier. View more+
1. Names and Identifiers
1.1 Name
1.2 Synonyms

11-[N-(Ethoxycarbonyl)-4-piperidylidene]-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine 1-Piperidinecarboxylic acid, 4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-, ethyl ester 4-(8-Chloro-10,11-dihydro-4-aza-5H-dibenzo[a,d]cycloheptene-5-ylidene)piperidine-1-carboxylic acid ethyl ester 4-(8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridine-11-ylidene)piperidine-1-carboxylic acid ethyl ester Civeran CLARATYNE CLARITIN Claritine Clarityn Cronopen 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)piperidine-1-carboxylate Ethyl-4-(8-chlor-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yliden)piperidin-1-carboxylat Flonidan Klaritin Lisino Loranox LORATADINE-D5 LORATIDINE MFCD00672869 Tadine

1.3 CAS No.
1.4 CID
1.6 Molecular Formula
C22H23ClN2O2 (isomer)
1.7 Inchi
1.8 InChkey
1.9 Canonical Smiles
1.10 Isomers Smiles
2. Properties
2.1 Density
2.1 Melting point
134-136 oC
2.1 Boiling point
531.3 oCat 760 mmHg
2.1 Refractive index
2.1 Flash Point
2.1 Precise Quality
2.1 PSA
2.1 logP
2.1 Solubility
DMSO: 26?mg/mL, soluble
2.2 Appearance
White powder
2.3 Storage
2.4 Chemical Properties
White Crystalline Solid
2.5 Color/Form
2.6 pKa
2.7 Water Solubility
DMSO: 26?mg/mL, soluble
2.8 Stability
Stable, but may be heat sensitive - refrigerate. Incompatible with strong oxidizing agents.
2.9 StorageTemp
3. Use and Manufacturing
3.1 General Description
Loratadine, 4-(8-chloro-5,6-dihydro-11Hbenzo[5,6]-cyclohepta[1,2-b]pyridin-l 1-ylidene-1-carboxylic acid ethyl ester, is a white to off-white powder insoluble in water but very soluble in acetone, alcohols, and chloroform. Loratadine is structurally related to the antihistamines azatadine and cyproheptadine, and to some tricyclic antidepressants. It differs from azatadine, in that a neutral carbamate group has replaced the basic tertiary amino moiety, and a phenyl ring has been substituted with a chlorine atom. Loratadine is a selective peripheral H1-antihistamine with a receptor-binding profile like that of the other members of this series, except that it has more antiserotonergic activity. Thus, it produces no substantial CNS or autonomic side effects or cardiac toxicity. Loratadine displays potency comparable with that of astemizole and greater than that of terfenadine. Loratadine is indicated for the relief of nasal and nonnasal symptoms of seasonal allergic rhinitis. In the presence of a CYP3A4 inhibitor ketoconazole, loratadine is metabolized to descarboethoxyloratadine predominantly by CYP2D6.
3.2 Usage
antinflammatory, analgesic, antipyretic
4. Safety and Handling
4.1 Hazard Codes
4.1 Risk Statements
4.1 Safety Statements
4.1 Exposure Standards and Regulations
Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).
4.2 Octanol/Water Partition Coefficient
Log P= 5.20 at pH 7.4
4.3 DisposalMethods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
4.4 Formulations/Preparations
Claritin 10 mg tablets; Claritin-D 5 mg loratadine in the tablet coating for immediate release and 120 mg pseudoephedrine sulfate, USP equally distributed between the tablet for immediate release and the barrier coated extended release core.
4.5 WGK Germany
4.5 Safety

Hazard Codes: IrritantXi
Risk Statements?of Loratadine (CAS NO.79794-75-5): 36/37/38?
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-36-26?
S22: Do not breathe dust.?
S24/25: Avoid contact with skin and eyes.?
S36: Wear suitable protective clothing.?
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

4.6 Specification

?Loratadine (CAS NO.79794-75-5) is combined with pseudoephedrine, a decongestant; this makes it somewhat useful for colds as well as allergies, but adds potential side-effects of insomnia, nervousness and anxiety.
In the U.S. and UK, loratadine is the only drug of its class available over the counter (though it is no longer the only second generation antihistamine available in this manner).


2.Hazard identification

2.1 Classification of the substance or mixture

Skin irritation, Category 2

Eye irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Signal word


Hazard statement(s)

H315 Causes skin irritation

H319 Causes serious eye irritation

H335 May cause respiratory irritation

Precautionary statement(s)

P264 Wash ... thoroughly after handling.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P271 Use only outdoors or in a well-ventilated area.


P302+P352 IF ON SKIN: Wash with plenty of water/...

P321 Specific treatment (see ... on this label).

P332+P313 If skin irritation occurs: Get medical advice/attention.

P362+P364 Take off contaminated clothing and wash it before reuse.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P337+P313 If eye irritation persists: Get medical advice/attention.

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.


P403+P233 Store in a well-ventilated place. Keep container tightly closed.

P405 Store locked up.


P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification


6. NMR Spectrum
9. Other Information
9.0 Usage
Loratadine, is used as a peripheral histamine H1 receptor agonist. It is also used as an orally active antiallergic agent. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff.
10. Computational chemical data
  • Molecular Weight: 382.88322g/mol
  • Molecular Formula: C22H23ClN2O2
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 382.1448057
  • Monoisotopic Mass: 382.1448057
  • Complexity: 569
  • Rotatable Bond Count: 2
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Topological Polar Surface Area: 42.4
  • Heavy Atom Count: 27
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
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