Synonym
SSJ-183; SSJ 183; SSJ183;
IUPAC/Chemical Name
N,N-diethyl-5-pyridin-4-yliminobenzo[a]phenoxazin-9-amine
InChi Key
HBSWMATYASLRBW-QYQHSDTDSA-N
InChi Code
InChI=1S/C25H22N4O/c1-3-29(4-2)18-9-10-21-23(15-18)30-24-16-22(27-17-11-13-26-14-12-17)19-7-5-6-8-20(19)25(24)28-21/h5-16H,3-4H2,1-2H3/b27-22-
SMILES Code
CCN(CC)C1=CC(OC2=C/C(C3=CC=CC=C3C2=N4)=N/C5=CC=NC=C5)=C4C=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
>2 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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
394.47
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: Mizukawa Y, Ge JF, Bakar Md A, Itoh I, Scheurer C, Wittlin S, Brun R, Matsuoka H, Ihara M. Novel synthetic route for antimalarial benzo[a]phenoxazine derivative SSJ-183 and two active metabolites. Bioorg Med Chem. 2014 Jul 15;22(14):3749-52. doi: 10.1016/j.bmc.2014.04.066. Epub 2014 May 10. PubMed PMID: 24856305.
2: Schleiferböck S, Scheurer C, Ihara M, Itoh I, Bathurst I, Burrows JN, Fantauzzi P, Lotharius J, Charman SA, Morizzi J, Shackleford DM, White KL, Brun R, Wittlin S. In vitro and in vivo characterization of the antimalarial lead compound SSJ-183 in Plasmodium models. Drug Des Devel Ther. 2013 Nov 15;7:1377-84. doi: 10.2147/DDDT.S51298. eCollection 2013. PubMed PMID: 24255594; PubMed Central PMCID: PMC3832383.
3: Lu J, Arai C, Md AB, Ihara M. Plasmodium berghei proteome changes in response to SSJ-183 treatment. Bioorg Med Chem. 2011 Jul 1;19(13):4144-7. doi: 10.1016/j.bmc.2011.04.051. Epub 2011 May 11. PubMed PMID: 21622001.
4: Ge JF, Arai C, Yang M, Bakar Md A, Lu J, Ismail NS, Wittlin S, Kaiser M, Brun R, Charman SA, Nguyen T, Morizzi J, Itoh I, Ihara M. Discovery of Novel Benzo[a]phenoxazine SSJ-183 as a Drug Candidate for Malaria. ACS Med Chem Lett. 2010 Jul 12;1(7):360-4. doi: 10.1021/ml100120a. eCollection 2010 Oct 14. PubMed PMID: 24900219; PubMed Central PMCID: PMC4007839.