Synonym
Cgp 43371; Cgp43371; Cgp-43371
IUPAC/Chemical Name
Rifamycin, N,15-didehydro-15-deoxo-1-deoxy-1,15-epoxy-3-(4-((2,4,6-trimethylphenyl)methyl)-1-piperazinyl)-, 8-(2,2-dimethylpropanoate)
InChi Key
QFULYWYYYANMNL-LIUKAILQSA-N
InChi Code
1S/C56H73N3O12/c1-28-25-31(4)38(32(5)26-28)27-58-20-22-59(23-21-58)44-43-51-41-40(47(44)63)42-50(36(9)49(41)70-54(65)55(11,12)13)71-56(14,52(42)64)67-24-19-39(66-15)33(6)48(68-37(10)60)35(8)46(62)34(7)45(61)29(2)17-16-18-30(3)53(57-43)69-51/h16-19,24-26,29,33-35,39,45-46,48,61-63H,20-23,27H2,1-15H3/b17-16+,24-19+,30-18-/t29-,33+,34+,35+,39-,45-,46+,48+,56-/m0/s1
SMILES Code
CO[C@H]1C=CO[C@]2(OC3C(C(C4c5oc(C(C)=CC=C[C@@H]([C@@H]([C@H]([C@H]([C@H]([C@@H]([C@@H]1C)OC(C)=O)C)O)C)O)C)nc5C(C(C4C3C2=O)O)N6CCN(CC6)Cc7c(C)cc(C)cc7C)OC(C(C)(C)C)=O)C)C
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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
988.27
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: Gibson JC, Lee WH, Stephan ZF. The ansamycins: a novel class of hypolipidemic agents with a high affinity for lipoproteins. Atherosclerosis. 1995 Jan 6;112(1):47-57. doi: 10.1016/0021-9150(95)90369-w. PMID: 7772066.
2: Sun JX, Walter B, Sandefer EP, Page RC, Digenis GA, Ryo UY, Cipriano A, Maniara WM, Powell ML, Chan K. Explaining variable absorption of a hypolipidemic agent (CGP 43371) in healthy subjects by gamma scintigraphy and pharmacokinetics. J Clin Pharmacol. 1996 Mar;36(3):230-7. doi: 10.1002/j.1552-4604.1996.tb04192.x. PMID: 8690816.
3: Feldman DL, Sawyer WK, Jeune MR, Mogelesky TC, Von Linden-Reed J, Forney Prescott M. CGP 43371 paradoxically inhibits development of rabbit atherosclerotic lesions while inducing extra-arterial foam cell formation. Atherosclerosis. 2001 Feb 1;154(2):317-28. doi: 10.1016/s0021-9150(00)00492-5. PMID: 11166764.
4: Sun JX, Cipriano A, Chan K, Klibaner M, John VA. Effect of food on the relative bioavailability of a hypolipidemic agent (CGP 43371) in healthy subjects. J Pharm Sci. 1994 Feb;83(2):264-6. doi: 10.1002/jps.2600830231. PMID: 8169802.
5: Gibson JC, Kothari HV, Genthe TM, Lee WH, Poirier KJ, Sawyer WK, Mugrage B, Traxler P, Veenstra S, Grim M, et al. Effect of a novel series of macrocyclic hypolipidemic agents on plasma lipid and lipoprotein levels of four non-primate species. Atherosclerosis. 1992 Oct;96(2-3):147-58. doi: 10.1016/0021-9150(92)90061-k. PMID: 1466647.
6: Gibson JC, Lee WH, Piccolo JR. The ansamycins: hypolipidemic agents stimulating cholesterol removal by nonclassical mechanisms. J Lipid Res. 1994 Sep;35(9):1524-34. PMID: 7806966.
7: Maniara WM, Powell ML. Determination of the rifamycin-related hypolipidemic drug CGP 43371 in human feces, plasma and urine by high-performance liquid chromatography. J Chromatogr B Biomed Appl. 1994 Oct 3;660(1):135-42. doi: 10.1016/0378-4347(94)00277-0. PMID: 7858706.
8: Moore DJ, Perrino PJ, Klerer CP, Robertson P. High-performance liquid chromatographic assay for two rifamycin-derived hypocholesterolemic agents in liver and biological fluids. J Chromatogr. 1993 Feb 26;612(2):310-4. doi: 10.1016/0378-4347(93)80178-7. PMID: 8468390.
