Synonym
CINPA1; CINPA-1; CINPA 1;
IUPAC/Chemical Name
Ethyl [5-[(diethylamino)acetyl]-10,11-dihydro-5H-dibenz[b,f]azepin-3-yl]carbamate
InChi Key
AYQBYSPEGRYKFA-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H29N3O3/c1-4-25(5-2)16-22(27)26-20-10-8-7-9-17(20)11-12-18-13-14-19(15-21(18)26)24-23(28)29-6-3/h7-10,13-15H,4-6,11-12,16H2,1-3H3,(H,24,28)
SMILES Code
O=C(OCC)NC1=CC=C2C(N(C(CN(CC)CC)=O)C3=CC=CC=C3CC2)=C1
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
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
395.50
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: Cherian MT, Chai SC, Wright WC, Singh A, Alexandra Casal M, Zheng J, Wu J, Lee RE, Griffin PR, Chen T. CINPA1 binds directly to constitutive androstane receptor and inhibits its activity. Biochem Pharmacol. 2018 Jun;152:211-223. doi: 10.1016/j.bcp.2018.03.029. Epub 2018 Mar 31. PubMed PMID: 29608908; PubMed Central PMCID: PMC5960625.
2: Jeske J, Windshügel B, Thasler WE, Schwab M, Burk O. Human pregnane X receptor is activated by dibenzazepine carbamate-based inhibitors of constitutive androstane receptor. Arch Toxicol. 2017 Jun;91(6):2375-2390. doi: 10.1007/s00204-017-1948-3. Epub 2017 Mar 13. PubMed PMID: 28289823.
3: Cherian MT, Yang L, Chai SC, Lin W, Chen T. Identification and Characterization of CINPA1 Metabolites Facilitates Structure-Activity Studies of the Constitutive Androstane Receptor. Drug Metab Dispos. 2016 Nov;44(11):1759-1770. Epub 2016 Aug 12. PubMed PMID: 27519550; PubMed Central PMCID: PMC5074473.
4: Lin W, Yang L, Chai SC, Lu Y, Chen T. Development of CINPA1 analogs as novel and potent inverse agonists of constitutive androstane receptor. Eur J Med Chem. 2016 Jan 27;108:505-528. doi: 10.1016/j.ejmech.2015.12.018. Epub 2015 Dec 15. PubMed PMID: 26717202; PubMed Central PMCID: PMC4724233.
5: Cherian MT, Lin W, Wu J, Chen T. CINPA1 is an inhibitor of constitutive androstane receptor that does not activate pregnane X receptor. Mol Pharmacol. 2015 May;87(5):878-89. doi: 10.1124/mol.115.097782. Epub 2015 Mar 11. PubMed PMID: 25762023; PubMed Central PMCID: PMC4407736.
