Synonym
GAT358; GAT-358; GAT 358
IUPAC/Chemical Name
3-((4-chlorophenyl)amino)-4-((3-(6-(pyrrolidin-1-yl)pyridin-2-yl)phenyl)amino)cyclobut-3-ene-1,2-dione
InChi Key
UFKDVKLQAKDJLO-UHFFFAOYSA-N
InChi Code
InChI=1S/C25H21ClN4O2/c26-17-9-11-18(12-10-17)27-22-23(25(32)24(22)31)28-19-6-3-5-16(15-19)20-7-4-8-21(29-20)30-13-1-2-14-30/h3-12,15,27-28H,1-2,13-14H2
SMILES Code
ClC1=CC=C(NC2=C(NC3=CC(C4=CC=CC(N5CCCC5)=N4)=CC=C3)C(C2=O)=O)C=C1
Appearance
To be determined
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
444.92
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: Iyer V, Rangel-Barajas C, Woodward TJ, Kulkarni A, Cantwell L, Crystal JD,
Mackie K, Rebec GV, Thakur GA, Hohmann AG. Negative allosteric modulation of
CB1 cannabinoid receptor signaling suppresses opioid-mediated reward.
Pharmacol Res. 2022 Nov;185:106474. doi: 10.1016/j.phrs.2022.106474. Epub 2022
Sep 28. PMID: 36179954; PMCID: PMC9948526.
2: Oliva I, Kazi F, Cantwell LN, Thakur GA, Crystal JD, Hohmann AG. Negative
allosteric modulation of CB1 cannabinoid receptor signalling decreases
intravenous morphine self-administration and relapse in mice. Addict Biol. 2024
Aug;29(8):e13429. doi: 10.1111/adb.13429. PMID: 39109814; PMCID: PMC11304470.
3: Iyer V, Saberi SA, Pacheco R, Sizemore EF, Stockman S, Kulkarni A, Cantwell
L, Thakur GA, Hohmann AG. Negative allosteric modulation of CB1
cannabinoid receptor signaling suppresses opioid-mediated tolerance and
withdrawal without blocking opioid antinociception. Neuropharmacology. 2024 Oct
1;257:110052. doi: 10.1016/j.neuropharm.2024.110052. Epub 2024 Jun 25. PMID:
38936657; PMCID: PMC11261750.
4: Oliva I, Kazi F, Cantwell LN, Thakur GA, Crystal JD, Hohmann AG. Negative
allosteric modulation of CB1 cannabinoid receptor signaling decreases
intravenous morphine self-administration and relapse in mice. bioRxiv
[Preprint]. 2024 Jan 19:2024.01.16.575900. doi: 10.1101/2024.01.16.575900.
Update in: Addict Biol. 2024 Aug;29(8):e13429. doi: 10.1111/adb.13429. PMID:
38293046; PMCID: PMC10827159.
5: Iyer V, Saberi SA, Pacheco R, Sizemore EF, Stockman S, Kulkarni A, Cantwell
L, Thakur GA, Hohmann AG. Negative allosteric modulation of cannabinoid CB
1 receptor signaling suppresses opioid-mediated tolerance and
withdrawal without blocking opioid antinociception. bioRxiv [Preprint]. 2024 Jan
6:2024.01.06.574477. doi: 10.1101/2024.01.06.574477. Update in:
Neuropharmacology. 2024 Oct 1;257:110052. doi: 10.1016/j.neuropharm.2024.110052.
PMID: 38260598; PMCID: PMC10802405.