Synonym
Amidinomycin; HU 1/68; Myxoviromycin
IUPAC/Chemical Name
Cyclopentanecarboxamide, N-(2-amidinoethyl)-3-amino-, cis-
InChi Key
YLJXZSWHZFXCDY-RQJHMYQMSA-N
InChi Code
InChI=1S/C9H18N4O/c10-7-2-1-6(5-7)9(14)13-4-3-8(11)12/h6-7H,1-5,10H2,(H3,11,12)(H,13,14)/t6-,7+/m1/s1
SMILES Code
O=C([C@H]1C[C@@H](N)CC1)NCCC(N)=N
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
198.27
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: Sapse AM, Feng W, Fugler-Domenico L, Kabir S, Joseph T, Lown JW. Quantum chemical and molecular mechanics studies on the binding of stereoisomers of the oligopeptide antibiotics amidinomycin and noformycin to the minor groove of B-DNA. J Biomol Struct Dyn. 1993 Feb;10(4):709-26. PubMed PMID: 8466675.
2: Korshin EE, Zakharova LG, Levin YA, Shulaeva MP, Pozdeev OK. Anti-influenza active and low toxic N-phenyl-substituted β-amidoamidines structurally related to natural antibiotic amidinomycin. Bioorg Med Chem Lett. 2013 Apr 15;23(8):2357-61. doi: 10.1016/j.bmcl.2013.02.053. Epub 2013 Feb 22. PubMed PMID: 23489622.
3: Kaneda M, Nakamura S, Iitaka Y. Absolute structure of amidinomycin. J Antibiot (Tokyo). 1980 Jul;33(7):778-80. PubMed PMID: 7410224.
4: Paul H, Berger H, Boeden H, Hilgetag G. [Synthesis of beta-(beta-alanylamino)-propionamidine as well as of cis- and trans-(plus or minus)-amidinomycin]. Arch Pharm Ber Dtsch Pharm Ges. 1968 Jul;301(7):512-9. German. PubMed PMID: 5251285.
5: Takasawa S, Utahara R, Osato Y, Maeda K, Umezawa H. Amidinomycin from Streptomyces kasugaensis producing kasugamycin. J Antibiot (Tokyo). 1968 Sep;21(9):567. PubMed PMID: 4975521.
6: Sung SY, Kist M, Frahm AW. Asymmetric synthesis and structure-activity relationship of the four stereoisomers of the antibiotic amidinomycin. Part 2: Microbiological testing. Arch Pharm (Weinheim). 1997 Jan-Feb;330(1-2):21-4. PubMed PMID: 9112810.
7: Paul H, Migulla H. [Some thienyl analogues of amidinomycin (author's transl)]. Arch Pharm (Weinheim). 1978 Aug;311(8):679-91. German. PubMed PMID: 697552.
8: Sharma SK, Tandon M, Lown JW. Design and synthesis of novel thiazole-containing cross-linked polyamides related to the antiviral antibiotic distamycin. J Org Chem. 2000 Feb 25;65(4):1102-7. PubMed PMID: 10814060.
