Synonym
PH-46A; PH 46A; PH46A
IUPAC/Chemical Name
Methyl 4-(((1'S,2'S)-1'-hydroxy-1',3'-dihydro-1H,2'H-[2,2'-biinden]-2'-yl)methyl)benzoate
InChi Key
VISGSZAEZADMTE-VPUSJEBWSA-N
InChi Code
InChI=1S/C27H24O3/c1-30-26(29)19-12-10-18(11-13-19)16-27(17-22-8-4-5-9-24(22)25(27)28)23-14-20-6-2-3-7-21(20)15-23/h2-14,25,28H,15-17H2,1H3/t25-,27+/m1/s1
SMILES Code
O=C(OC)C1=CC=C(C[C@]2(C(C3)=CC4=C3C=CC=C4)[C@H](O)C5=C(C=CC=C5)C2)C=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
396.49
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: Zhang T, Scalabrino G, Frankish N, Sheridan H. Bioactive Indanes: Proof of Concept Study for Enantioselective Synthetic Routes to PH46A, a New Potential Anti-Inflammatory Agent. Molecules. 2018 Jun 21;23(7). pii: E1503. doi: 10.3390/molecules23071503. PubMed PMID: 29933592; PubMed Central PMCID: PMC6099954.
2: Cumming GR, Zhang T, Scalabrino G, Frankish N, Sheridan H. Investigation of the Stereoselective Synthesis of the Indane Dimer PH46A, a New Potential Anti-inflammatory Agent. Org Process Res Dev. 2017 Dec 15;21(12):1972-1979. doi: 10.1021/acs.oprd.7b00258. Epub 2017 Nov 27. Review. PubMed PMID: 29472755; PubMed Central PMCID: PMC5814955.
3: Frankish N, Sheridan H. 6-(methylamino)hexane-1,2,3,4,5-pentanol 4-(((1S,2S)-1-hydroxy-2,3-dihydro-1H,1'H-[2,2-biinden]-2-yl)methyl)benzoate (PH46A): a novel small molecule with efficacy in murine models of colitis. J Med Chem. 2012 Jun 14;55(11):5497-505. doi: 10.1021/jm300390f. Epub 2012 Jun 4. PubMed PMID: 22663546.
