Synonym
SCH 38554; SCH-38554; SCH38554; Loratadine N-oxide; Loratadine N oxide
IUPAC/Chemical Name
8-chloro-11-(1-(ethoxycarbonyl)piperidin-4-ylidene)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine 1-oxide
InChi Key
AEYRDESTWAYZTA-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H23ClN2O3/c1-2-28-22(26)24-12-9-15(10-13-24)20-19-8-7-18(23)14-17(19)6-5-16-4-3-11-25(27)21(16)20/h3-4,7-8,11,14H,2,5-6,9-10,12-13H2,1H3
SMILES Code
O=C(OCC)N1CC/C(CC1)=C2C3=C(C=C(C=C3)Cl)CCC4=CC=CN(=O)=C4\2
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
398.89
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Stone EA, Cutrona KJ, Miller SJ. Asymmetric Catalysis upon Helically Chiral Loratadine Analogues Unveils Enantiomer-Dependent Antihistamine Activity. J Am Chem Soc. 2020 Jul 22;142(29):12690-12698. doi: 10.1021/jacs.0c03904. Epub 2020 Jul 9. PMID: 32579347; PMCID: PMC7970157.
2: Hsieh SY, Tang Y, Crotti S, Stone EA, Miller SJ. Catalytic Enantioselective Pyridine N-Oxidation. J Am Chem Soc. 2019 Nov 20;141(46):18624-18629. doi: 10.1021/jacs.9b10414. Epub 2019 Nov 12. PMID: 31656070; PMCID: PMC6926419.
3: Aratyn-Schaus Y, Ramanathan R. Advances in high-resolution MS and hepatocyte models solve a long-standing metabolism challenge: the loratadine story. Bioanalysis. 2016 Aug;8(16):1645-62. doi: 10.4155/bio-2016-0094. Epub 2016 Jul 27. PMID: 27460981.
4: Shah RP, Garg A, Putlur SP, Wagh S, Kumar V, Rao V, Singh S, Mandlekar S, Desikan S. Practical and economical implementation of online H/D exchange in LC- MS. Anal Chem. 2013 Nov 19;85(22):10904-12. doi: 10.1021/ac402339s. Epub 2013 Nov 8. PMID: 24117319.
5: Chen G, Daaro I, Pramanik BN, Piwinski JJ. Structural characterization of in vitro rat liver microsomal metabolites of antihistamine desloratadine using LTQ- Orbitrap hybrid mass spectrometer in combination with online hydrogen/deuterium exchange HR-LC/MS. J Mass Spectrom. 2009 Feb;44(2):203-13. doi: 10.1002/jms.1498. PMID: 18853472.
6: Ramanathan R, Alvarez N, Su AD, Chowdhury S, Alton K, Stauber K, Patrick J. Metabolism and excretion of loratadine in male and female mice, rats and monkeys. Xenobiotica. 2005 Feb;35(2):155-89. doi: 10.1080/00498250500038906. PMID: 16019945.
