MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 591112 | Name: Adenallene

Description:

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

Adenallene Inhibits replication and cytopathic effects of HIV in vitro.

Chemical Structure

Adenallene
CAS#114987-18-7

Theoretical Analysis

MedKoo Cat#: 591112

Name: Adenallene

CAS#: 114987-18-7

Chemical Formula: C9H9N5O

Exact Mass: 203.0807

Molecular Weight: 203.21

Elemental Analysis: C, 53.20; H, 4.46; N, 34.47; O, 7.87

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 #
No Data
Synonym
Adenallene;
IUPAC/Chemical Name
2,3-Butadien-1-ol, 4-(6-amino-9H-purin-9-yl)-, (+-)-
InChi Key
TYQIYCWCVLIXPH-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H9N5O/c10-8-7-9(12-5-11-8)14(6-13-7)3-1-2-4-15/h2-3,5-6,15H,4H2,(H2,10,11,12)
SMILES Code
OCC=C=CN1C=NC2=C(N)N=CN=C12
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
>2 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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 203.21 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: Egron D, Périgaud C, Gosselin G, Aubertin AM, Gatanaga H, Mitsuya H, Zemlicka J, Imbach JL. Increase of the adenallene anti-HIV activity in cell culture using its bis(tBuSATE) phosphotriester derivative. Bioorg Med Chem Lett. 2002 Jan 21;12(2):265-6. PubMed PMID: 11755368. 2: Winter H, Maeda Y, Uchida H, Mitsuya H, Zemlicka J. Phosphodiester amidates of unsaturated nucleoside analogues: synthesis and anti-HIV activity. J Med Chem. 1997 Jul 4;40(14):2191-5. PubMed PMID: 9216838. 3: Winter H, Maeda Y, Mitsuya H, Zemlicka J. Phosphodiester amidates of allenic nucleoside analogues: anti-HIV activity and possible mechanism of action. J Med Chem. 1996 Aug 16;39(17):3300-6. PubMed PMID: 8765513. 4: Jones BC, Silverton JV, Simons C, Megati S, Nishimura H, Maeda Y, Mitsuya H, Zemlicka J. Synthesis, absolute configuration, and enantioselectivity of antiretroviral effect of (R)-(-)- and (S)-(+)-cytallene. Lipase-catalyzed enantioselective acylations of (+/-)-N4-acylcytallenes. J Med Chem. 1995 Apr 14;38(8):1397-405. PubMed PMID: 7731024. 5: Kessel D, Zemlicka J. Accumulation and metabolism of adenallene by murine leukemia L1210 cells. Arch Biochem Biophys. 1994 Jan;308(1):222-5. PubMed PMID: 8311456. 6: Megati S, Goren Z, Silverton JV, Orlina J, Nishimura H, Shirasaki T, Mitsuya H, Zemlicka J. (R)-(-)- and (S)-(+)-adenallene: synthesis, absolute configuration, enantioselectivity of antiretroviral effect, and enzymic deamination. J Med Chem. 1992 Oct 30;35(22):4098-104. Erratum in: J Med Chem 1993 Mar 5;36(5):634. PubMed PMID: 1304169. 7: Kierdaszuk B, Bohman C, Ullman B, Eriksson S. Substrate specificity of human deoxycytidine kinase toward antiviral 2',3'-dideoxynucleoside analogs. Biochem Pharmacol. 1992 Jan 22;43(2):197-206. PubMed PMID: 1739408. 8: Kochetkova MV, Tsytovich AV, Mitsner BI. A convenient approach to the synthesis of nucleic acid bases allenic derivatives, possessing anti-HIV activity. Nucleic Acids Symp Ser. 1991;(24):233. PubMed PMID: 1841305. 9: Khorlin AA, Smirnov IP, Kochetkova SV, Tsilevich TL, Shchaveleva IL. [Compounds similar to acyclovir. IV. A convenient method of synthesizing adenallene]. Bioorg Khim. 1989 Apr;15(4):530-3. Russian. PubMed PMID: 2751711. 10: Hayashi S, Phadtare S, Zemlicka J, Matsukura M, Mitsuya H, Broder S. Adenallene and cytallene: acyclic-nucleoside analogues that inhibit replication and cytopathic effect of human immunodeficiency virus in vitro. Proc Natl Acad Sci U S A. 1988 Aug;85(16):6127-31. PubMed PMID: 3261865; PubMed Central PMCID: PMC281918.

View History

Nikkomycin N

Nikkomycin N