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MedKoo Cat#: 205943 | Name: Almurtide

Description:

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

Almurtide, also known as romurtide, is a synthetic muramyl dipeptide (MDP) H8analogue with potential immunostimulating and antineoplastic activity. As a derivative of the mycobacterial cell wall component MDP, almurtide activates both monocytes and macrophages. This results in the secretion of cytokines and induces the recruitment and activation of other immune cells, which may result in indirect tumoricidal or cytostatic effects.

Chemical Structure

Almurtide
Almurtide
CAS#61136-12-7 (free acid)

Theoretical Analysis

MedKoo Cat#: 205943

Name: Almurtide

CAS#: 61136-12-7 (free acid)

Chemical Formula: C18H30N4O11

Exact Mass: 478.1911

Molecular Weight: 478.45

Elemental Analysis: C, 45.19; H, 6.32; N, 11.71; O, 36.78

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.
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Related CAS #
61136-12-7 (free acid) 103882-13-9 (sodium)
Synonym
Almurtide; CGP 11637 ; CGP-11637 ; CGP11637; norMDP; norMDP;
IUPAC/Chemical Name
(4R)-4-((2S)-2-(2-(((3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)acetamido)propanamido)-5-amino-5-oxopentanoic acid
InChi Key
KCUSRWLYTAYGAU-KQSQHPHMSA-N
InChi Code
InChI=1S/C18H30N4O11/c1-7(17(30)22-9(16(19)29)3-4-12(26)27)20-11(25)6-32-15-13(21-8(2)24)18(31)33-10(5-23)14(15)28/h7,9-10,13-15,18,23,28,31H,3-6H2,1-2H3,(H2,19,29)(H,20,25)(H,21,24)(H,22,30)(H,26,27)/t7-,9+,10+,13+,14+,15+,18?/m0/s1
SMILES Code
O=C(O)CC[C@@H](NC([C@@H](NC(CO[C@@H]1[C@@H](NC(C)=O)C(O)O[C@H](CO)[C@H]1O)=O)C)=O)C(N)=O
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, not in water
Shelf Life
>5 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
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Preparing Stock Solutions

The following data is based on the product molecular weight 478.45 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: Ueda H, Yamazaki M. Induction of tumor necrosis factor-alpha in solid tumor region by the orally administered synthetic muramyl dipeptide analogue, romurtide. Int Immunopharmacol. 2001 Jan;1(1):97-104. PubMed PMID: 11367521. 2: Yokouchi J, Hirabayashi S, Kanesaka N, Baba S, Amino M, Abe K. [Study on the most appropriate time for Romurtide administration (Nopia) in radiotherapy patients]. Gan To Kagaku Ryoho. 1997 Oct;24(13):1967-73. Japanese. PubMed PMID: 9350244. 3: Namba K, Yamamura E, Nitanai H, Otani T, Azuma I. Romurtide, a synthetic muramyl dipeptide derivative, promotes megakaryocytopoiesis through stimulation of cytokine production in nonhuman primates with myelosuppression. Vaccine. 1997 Mar;15(4):405-13. PubMed PMID: 9141212. 4: Namba K, Nitanai H, Otani T, Azuma I. Romurtide, a synthetic muramyl dipeptide derivative, accelerates peripheral platelet recovery in nonhuman primate chemotherapy model. Vaccine. 1996 Oct;14(14):1322-6. PubMed PMID: 9004440. 5: Namba K, Nakajima R, Otani T, Azuma I. Oral application of romurtide, a synthetic muramyl dipeptide derivative, stimulates nonspecific resistance to microbial infections and hematopoiesis in mice. Vaccine. 1996 Aug;14(12):1149-53. PubMed PMID: 8911012. 6: Yano K, Matsuoka H, Seo Y, Kounoe S, Saito T, Tomoda H. Restorative effect of romurtide for thrombocytopenia associated with intensive anticancer drug treatment and/or irradiation in patients with gastrointestinal cancer. Anticancer Res. 1995 Nov-Dec;15(6B):2883-7. PubMed PMID: 8669883. 7: Hasegawa J, Satoh A, Yagi K, Chida K. [Augmentation of immune defense mechanisms of the lung by romurtide]. Nihon Kyobu Shikkan Gakkai Zasshi. 1995 Jun;33(6):605-11. Japanese. PubMed PMID: 7666614. 8: Azuma I, Otani T. Potentiation of host defense mechanism against infection by a cytokine inducer, an acyl-MDP derivative, MDP-Lys(L18) (romurtide) in mice and humans. Med Res Rev. 1994 Jul;14(4):401-14. Review. PubMed PMID: 8084203. 9: Suzuki K, Torii K, Hida S, Hayashi H, Hiyama Y, Oomoto Y, Takii T, Chiba T, Onozaki K. Differences in interleukin 1 (IL-1), IL-6, tumor necrosis factor and IL-1 receptor antagonist production by human monocytes stimulated with muramyl dipeptide (MDP) and its stearoyl derivative, romurtide. Immunopharmacology. 1994 Jul-Aug;28(1):31-8. PubMed PMID: 7928300. 10: Namba K, Otani T, Osada Y. Enhancement of platelet recovery in X-irradiated guinea pigs by romurtide, a synthetic muramyl dipeptide derivative. Blood. 1994 May 1;83(9):2480-8. PubMed PMID: 8167336.