4-(8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene-1-piperidinecarboxylic acid ethyl ester
Loratadine
CAS: 79794-75-5
Molecular Formula: C22H23ClN2O2
4-(8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene-1-piperidinecarboxylic acid ethyl ester - Names and Identifiers
| Name | Loratadine |
| Synonyms | CLARITIN CLARATYNE Loratidine Loratadine LORATIDINE LORATADINE LORATADINE-D5 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 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]pyridin-11-ylidene-1-piperidinecarboxylic 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 |
| CAS | 79794-75-5 |
| EINECS | 1308068-626-2 |
| InChI | InChI=1/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 |
| InChIKey | JCCNYMKQOSZNPW-UHFFFAOYSA-N |
4-(8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene-1-piperidinecarboxylic acid ethyl ester - Physico-chemical Properties
| Molecular Formula | C22H23ClN2O2 |
| Molar Mass | 382.88 |
| Density | 1.261±0.06 g/cm3(Predicted) |
| Melting Point | 134-136°C |
| Boling Point | 531.3±50.0 °C(Predicted) |
| Water Solubility | It is soluble in DMSO (50 mg/ml), ethanol (77 mg/ml at 25°C), water (<1 mg/ml at 25°C), chloroform, and methanol. |
| Solubility | DMSO: 26mg/mL, soluble |
| Appearance | powder |
| Color | white |
| Merck | 14,5578 |
| pKa | 4.27±0.20(Predicted) |
| Storage Condition | 2-8°C |
| Stability | Stable, but may be heat sensitive - refrigerate. Incompatible with strong oxidizing agents. |
| MDL | MFCD00672869 |
| Physical and Chemical Properties | Crystallization from acetonitrile, melting point 134-136 °c. |
| Use | New national Class II anti-allergic drug for the relief of nasal and non-nasal symptoms of seasonal allergic rhinitis and the relief of chronic urticaria |
| In vitro study | Loratadine was identified as a selective inhibitor of B(0)AT 2, with an IC 50 of 4 μm, with low or no activity against several other members of the SLC6 family. In Der p 1 and or anti-Fc small RI pre-cultured human Fc small RI cells, Loratadine concentration-dependent inhibition of histamine and leukotriene C4 release. Loratadine(0.1 mM) also inhibited the release of histamine, leukotriene C4, and PGD2 in purified HLMC activated by a small amount of RI against FCR. Loratadine concentration-dependently inhibited the release of histamine, tryptase, LTC4, and PGD 2 in purified HSMC stimulated against a small amount of RI. In Human Umbilical vein endothelial cells, Loratadine significantly inhibited histamine-induced IL-6 and IL-8 secretion. In human Ltk-cells transfected with the hKv1.5 channel gene, Loratadineh blocked the Kv1.5 channel in a concentration-, voltage-, time-and use-dependent manner at concentrations above therapeutic plasma levels. Loratadineh inhibited rhinovirus-induced upregulation of ICAM-1 in the main bronchus or transformed (A549) respiratory epithelial cells. Loratadineh also inhibited rhinovirus infection-induced ICAM-1 mRNA in a dose-dependent manner, and they completely inhibited rhinovirus-induced activation of the ICAM-1 promoter. |
4-(8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene-1-piperidinecarboxylic acid ethyl ester - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | 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. |
| UN IDs | 3077 |
| WGK Germany | 2 |
| RTECS | TM6129200 |
| HS Code | 29333990 |
4-(8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene-1-piperidinecarboxylic acid ethyl ester - Nature
Open Data Verified Data
White or almost white crystalline powder, odorless and tasteless. The melting point was 134-136 °c. Soluble in methanol or chloroform.
Last Update：2024-01-02 23:10:35
4-(8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene-1-piperidinecarboxylic acid ethyl ester - Preparation Method
Open Data Verified Data
4-(8 monochloro -5, 6-amino-11h-benzo [5.6] cycloheptano [1,2-b] pyridine-11-subunit)-1-methylpiperidine is dissolved in toluene, ethyl chloroformate is added dropwise, the reaction is finished, water is added, benzene layer is separated, washed with water, dried and concentrated under reduced pressure to obtain oily substance, after being impregnated with ether, after recrystallization, desloratadine was obtained.
Last Update：2022-01-01 09:11:04
4-(8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene-1-piperidinecarboxylic acid ethyl ester - Use
Open Data Verified Data
developed by the company in S-Plogh. Antihistamine drugs, peripheral nerve Hi receptor has a high degree of selectivity, strong effect, long time. It is a long-acting tricyclic antihistamine, which competitively inhibits histamine Hi receptor and inhibits allergic symptoms caused by histamine. There was no obvious anticholinergic and central inhibitory effect. For the relief of symptoms associated with allergic rhinitis, as well as the relief of symptoms of chronic urticaria and other allergic skin diseases.
Last Update：2022-01-01 09:11:04
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