MedKoo Cat#: 461978 | Name: 6-Chloroguanine
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Description:

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

6-Chloroguanine is a precursor in the synthesis of nucleoside analogs with antiviral activity against Epstein-Barr virus (EBV) and human herpes virus 6 (HHV-6).

Chemical Structure

6-Chloroguanine
6-Chloroguanine
CAS#10310-21-1

Theoretical Analysis

MedKoo Cat#: 461978

Name: 6-Chloroguanine

CAS#: 10310-21-1

Chemical Formula: C5H4ClN5

Exact Mass: 169.0155

Molecular Weight: 169.57

Elemental Analysis: C, 35.42; H, 2.38; Cl, 20.91; N, 41.30

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 Weeks
10g USD 400.00 2 Weeks
25g USD 750.00 2 Weeks
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Related CAS #
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Synonym
6-Chloroguanine; 2-Amino-6-chloropurine; NSC 29570; 6-Chloro-1H-purin-2-amine
IUPAC/Chemical Name
1H-Purin-2-amine, 6-chloro- (9CI)
InChi Key
RYYIULNRIVUMTQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C5H4ClN5/c6-3-2-4(9-1-8-2)11-5(7)10-3/h1H,(H3,7,8,9,10,11)
SMILES Code
NC1=NC2=NC=NC2=C(Cl)N1
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 169.57 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: Mondal S, Puranik M. Sub-50 fs excited state dynamics of 6-chloroguanine upon deep ultraviolet excitation. Phys Chem Chem Phys. 2016 May 18;18(20):13874-87. doi: 10.1039/c6cp01746k. PubMed PMID: 27146198. 2: Gogia S, Puranik M. Solution structures of purine base analogues 6-chloroguanine, 8-azaguanine and allopurinol. J Biomol Struct Dyn. 2014;32(1):27-35. doi: 10.1080/07391102.2012.745821. Epub 2013 Feb 5. PubMed PMID: 23384120. 3: Mitsukawa Y, Hibi M, Matsutani N, Horinouchi N, Takahashi S, Ogawa J. New nucleoside hydrolase with transribosylation activity from Agromyces sp. MM-1 and its application for enzymatic synthesis of 2'-O-methylribonucleosides. J Biosci Bioeng. 2018 Jan;125(1):38-45. doi: 10.1016/j.jbiosc.2017.07.016. Epub 2017 Aug 18. PubMed PMID: 28826816. 4: Elfarra AA, Duescher RJ, Hwang IY, Sicuri AR, Nelson JA. Targeting 6-thioguanine to the kidney with S-(guanin-6-yl)-L-cysteine. J Pharmacol Exp Ther. 1995 Sep;274(3):1298-304. PubMed PMID: 7562502. 5: Caddell JM, Chapman AM, Cooley BE, Downey BP, LeBlanc MP, Jackson MM, O'Connell TM, Phung HM, Roper TD, Xie S. Efficient synthesis of an adenosine A2a agonist: glycosylation of 2-haloadenines and an N2-alkyl-6-chloroguanine. J Org Chem. 2004 Apr 30;69(9):3212-5. PubMed PMID: 15104468. 6: Keough DT, Skinner-Adams T, Jones MK, Ng AL, Brereton IM, Guddat LW, de Jersey J. Lead compounds for antimalarial chemotherapy: purine base analogs discriminate between human and P. falciparum 6-oxopurine phosphoribosyltransferases. J Med Chem. 2006 Dec 14;49(25):7479-86. PubMed PMID: 17149876. 7: Mondal S, Puranik M. Ultrafast structural dynamics of photoexcited adenine. Phys Chem Chem Phys. 2017 Aug 2;19(30):20224-20240. doi: 10.1039/c7cp03092d. PubMed PMID: 28726897. 8: Mahajan TR, Ytre-Arne ME, Strøm-Andersen P, Dalhus B, Gundersen LL. Synthetic Routes to N-9 Alkylated 8-Oxoguanines; Weak Inhibitors of the Human DNA Glycosylase OGG1. Molecules. 2015 Sep 2;20(9):15944-65. doi:10.3390/molecules200915944. PubMed PMID: 26364627; PubMed Central PMCID: PMC6332111. 9: Kröplin T, Fischer C, Iven H. Inhibition of thiopurine S-methyltransferase activity by impurities in commercially available substrates: a factor for differing results of TPMT measurements. Eur J Clin Pharmacol. 1999 Jun;55(4):285-91. PubMed PMID: 10424321. 10: Ashby J, Paton D, Styles JA, Greatbanks D, Wright B. Synthesis of N7-hydroxyethylguanine and O6-hydroxyethylguanine. Markers for the reaction of ethylene oxide (EO) with DNA. Mutat Res. 1982 Mar;103(3-6):257-61. PubMed PMID:7087988. 11: Wang X, Qiu H, Liu X, Jiang S. [Separation of bases, phenols and pharmaceuticals on ionic liquid-modified silica stationary phase with pure water as mobile phase]. Se Pu. 2011 Mar;29(3):269-72. Chinese. PubMed PMID: 21657060