Specification
Description
AP1189 is a biased agonist at receptors MC1 and MC3. AP1189 reduced cytokine release, an effect reliant on both MC1 and MC3 as evident from the use of Mc1r(-/-) and Mc3r(-/-) macrophages. No melanogenesis was induced by AP1189 in B16-F10 melanocytes. In vivo, oral AP1189 elicited anti-inflammatory actions in peritonitis and, upon administration at the peak of inflammation, accelerated the resolution phase by ~3-fold.
Synonyms
AP-1189; AP 1189; AP1189; AP1189 acetate
IUPAC Name
(E)-N-[trans-3-{1-(2-Nitrophenyl)-1H-pyrrol-2-yl} allylidenamino]guanidinium acetate
Canonical SMILES
NC(N/N=C/C=C/C1=CC=CN1C2=CC=CC=C2[N+]([O-])=O)=N.CC(O)=O
InChI
InChI=1S/C14H14N6O2.C2H4O2/c15-14(16)18-17-9-3-5-11-6-4-10-19(11)12-7-1-2-8-13(12)20(21)22;1-2(3)4/h1-10H,(H4,15,16,18);1H3,(H,3,4)/b5-3+,17-9+;
InChI Key
FIESOFUABUPMMH-WAJHRQJSSA-N
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Storage
Dry, dark and at 0-4 °C for short term (days to weeks) or -20 °C for long term (months to years).
Alternative CAS
959850-73-8 (free base); 959850-74-9 (acetate)
Drug Formulation
This drug may be formulated in DMSO
Elemental Analysis
C, 53.63; H, 5.06; N, 23.45; O, 17.86
HS Tariff Code
2934.99.03.00
Shipping
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.
Stock Solution Storage
0-4 °C for short term (days to weeks), or -20 °C for long term (months).