MedKoo Cat#: 592651 | Name: Amiprilose

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Amiprilose is an Immunopotentiator.

Chemical Structure

Amiprilose
Amiprilose
CAS#56824-20-5 (free base)

Theoretical Analysis

MedKoo Cat#: 592651

Name: Amiprilose

CAS#: 56824-20-5 (free base)

Chemical Formula: C14H27NO6

Exact Mass: 305.1838

Molecular Weight: 305.37

Elemental Analysis: C, 55.07; H, 8.91; N, 4.59; O, 31.44

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
56824-20-5 (free base); 60414-06-4 (hydrochloride)
Synonym
Amiprilose; SM 1213; SM-1213; SM1213
IUPAC/Chemical Name
3-O-(3-(Dimethylamino)propyl)-1,2-O-(1-methylethylidene)-alpha-D-glucofuranose
InChi Key
YXBQLONCIPUQKO-UJPOAAIJSA-N
InChi Code
InChI=1S/C14H27NO6/c1-14(2)20-12-11(18-7-5-6-15(3)4)10(9(17)8-16)19-13(12)21-14/h9-13,16-17H,5-8H2,1-4H3/t9-,10-,11+,12-,13-/m1/s1
SMILES Code
O[C@H](CO)[C@@H](O1)[C@H](OCCCN(C)C)[C@@H](O2)[C@H]1OC2(C)C
Appearance
Solid powder
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 305.37 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.

Recalculate based on batch purity %
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: Chang DM. Immunoregulatory effects of a synthetic monosaccharide. Immunopharmacol Immunotoxicol. 1995 Aug;17(3):437-50. PubMed PMID: 8576539. 2: Hevelone JC, Dimitrijevich SD, Gracy RW. Effects of amiprilose hydrochloride on the components of human skin equivalents. In Vitro Cell Dev Biol. 1991 May;27A(5):387-96. PubMed PMID: 2071542. 3: Linhardt RJ, Baenziger NC, Ronsen B. Structure of amiprilose hydrochloride, a novel anti-inflammatory agent. J Pharm Sci. 1990 Feb;79(2):158-62. PubMed PMID: 2324965. 4: Caldwell JR, Furst DE, Smith AL, Clark JA, Bonebrake RA, Gruhn WB, McIlwain HH, Logue CM. Flare during drug withdrawal as a method to support efficacy in rheumatoid arthritis: amiprilose hydrochloride as an example in a double blind, randomized study. J Rheumatol. 1998 Jan;25(1):30-5. PubMed PMID: 9458199. 5: Grinstead WC, Rodgers GP, Mazur W, Cromeens DM, French BA, West MS, Raizner AE. Amiprilose in the prevention of restenosis after coronary intervention in a swine model. Coron Artery Dis. 1993 Mar;4(3):277-81. PubMed PMID: 8269222. 6: Young MR. Modulation of eicosanoid biosynthesis and inhibition of substrate availability for phospholipase A2 by a modified hexose sugar, amiprilose hydrochloride. Prostaglandins. 1990 Jul;40(1):35-49. PubMed PMID: 2167503. 7: Riskin WG, Gillings DB, Scarlett JA. Amiprilose hydrochloride for rheumatoid arthritis. Ann Intern Med. 1989 Sep 15;111(6):455-65. PubMed PMID: 2672925. 8: Siegel CO, Churchill DA, Vu L, Guyton JR, Minor ST, Raizner AE. Amiprilose hydrochloride inhibits porcine aortic smooth muscle cell proliferation in vitro. Artery. 1994;21(2):114-23. PubMed PMID: 7695482. 9: Kieval RI, Young CT, Prohazka D, Brinckerhoff CE, Trentham DE. Evaluation of a modified hexose sugar, amiprilose hydrochloride, in experimental models of synovitis. J Rheumatol. 1989 Jan;16(1):67-74. PubMed PMID: 2785600. 10: Trentham DE, Fife RS, Carpenter BA, Box JH, Trout R, Lanser ME. Amiprilose hydrochloride for the treatment of rheumatoid arthritis. J Clin Rheumatol. 2000 Feb;6(1):10-8. PubMed PMID: 19078443. 11: Weinblatt ME, Fraser PA, Anderson R, Coblyn JS, Trentham DE. Diminution of the T8 subset by amiprilose hydrochloride in refractory RA. J Rheumatol. 1987 Aug;14(4):859-60. PubMed PMID: 3499514. 12: Wu ST, Benet LZ, Lin ET. Determination of amiprilose in human plasma by high-performance liquid chromatography with fluorimetric detection. J Chromatogr B Biomed Sci Appl. 1997 Apr 25;692(1):149-56. PubMed PMID: 9187394. 13: Brinckerhoff CE. Decreased cell proliferation and PGE2 production by fibroblasts treated with a modified hexose sugar, amiprilose hydrochloride. Agents Actions. 1990 Jun;30(3-4):322-8. PubMed PMID: 2386107. 14: Chapman ML, Dimitrijevich SD, Hevelone JC, Goetz D, Cohen J, Wise GE, Gracy RW. Inhibition of psoriatic cell proliferation in in vitro skin models by amiprilose hydrochloride. In Vitro Cell Dev Biol. 1990 Oct;26(10):991-6. PubMed PMID: 2243063. 15: Merkel PA, Letourneau EN, Polisson RP. Investigational agents for rheumatoid arthritis. Rheum Dis Clin North Am. 1995 Aug;21(3):779-96. Review. PubMed PMID: 8619099. 16: Kremer JM. Severe rheumatoid arthritis: current options in drug therapy. Geriatrics. 1990 Dec;45(12):43-8. Review. PubMed PMID: 2123816. 17: Erdö F, Török K, Németh Z, Székely JJ, Borsy J, Csányi E. Effect of amprilose on various immunological and inflammatory animal models. Acta Physiol Hung. 1990;75 Suppl:93-4. PubMed PMID: 2371913. 18: Campen DH, Horwitz DA, Quismorio FP Jr, Ehresmann GR, Martin WJ. Serum levels of interleukin-2 receptor and activity of rheumatic diseases characterized by immune system activation. Arthritis Rheum. 1988 Nov;31(11):1358-64. PubMed PMID: 3263865. 19: Garrett ER, Van Peer A. Pharmacokinetics of intravenous and oral 1,2-O-isopropylidene-3-O-3'-(N',N'-dimethylamino-n-propyl)-D-glucofuranose hydrochloride in the dog as a function of dose and characterization of metabolites. J Pharm Sci. 1983 Sep;72(9):1045-57. PubMed PMID: 6631692. 20: Hadden JW, Englard A, Sadlik JR, Hadden EM. The comparative effects of isoprinosine, levamisole, muramyl dipeptide and SM1213 on lymphocyte and macrophage proliferation and activation in vitro. Int J Immunopharmacol. 1979;1(1):17-27. PubMed PMID: 95186.