Saccharin 1-methylimidazole
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MedKoo CAT#: 526295

CAS#: 482333-74-4 (1-methylimidazole)

Description: Saccharin 1-methylimidazole, also known as SMI, is a chemical activator commonly used in solid-phase synthesis of DNA and RNA oligonucleotides. Saccharin 1-methylimidazole has been used to synthesize single-stranded DNA oligonucleotides that are resistant to nuclease digestion.


Chemical Structure

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Saccharin 1-methylimidazole
CAS# 482333-74-4 (1-methylimidazole)

Theoretical Analysis

MedKoo Cat#: 526295
Name: Saccharin 1-methylimidazole
CAS#: 482333-74-4 (1-methylimidazole)
Chemical Formula: C11H11N3O3S
Exact Mass: 265.05
Molecular Weight: 265.287
Elemental Analysis: C, 49.80; H, 4.18; N, 15.84; O, 18.09; S, 12.09

Price and Availability

Size Price Availability Quantity
50mg USD 150 Ready to ship
100mg USD 250 Ready to ship
200mg USD 425 Ready to ship
500mg USD 900 Ready to ship
1g USD 1450 Ready to ship
2g USD 2450 Ready to ship
5g USD 4950 Ready to ship
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Related CAS #: 82385-42-0 (sodium salt hydrate)   128-44-9 (sodium)   482333-74-4 (1-methylimidazole)  

Synonym: Saccharin 1-methylimidazole; SMI;

IUPAC/Chemical Name: 1,1-Dioxide-1,2-benzisothiazol-3(2H)-one 1-methyl-1H-imidazole salt

InChi Key: DMSNKRPEUQVMNF-UHFFFAOYSA-N

InChi Code: InChI=1S/C7H5NO3S.C4H6N2/c9-7-5-3-1-2-4-6(5)12(10,11)8-7;1-6-3-2-5-4-6/h1-4H,(H,8,9);2-4H,1H3

SMILES Code: O=S(C1=C(C=CC=C1)C2=O)(N2)=O.CN3C=NC=C3

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, DMF, and ethanol

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:

Biological target: Saccharin 1-methylimidazole catalyzes the phosphoramidite coupling reaction of the 5' hydroxy of immobilized nucleosides and the amine group of nucleoside phosphoramidite.
In vitro activity: Extracellular calcium deprivation arrested the proliferative development of T51B rat liver cells in late G1 or S phases. These arrested cells initiated DNA synthesis within an hr after addition of calcium or a tumor promoter, one being saccharin. Reference: Cancer Res. 1980 Dec;40(12):4541-5. https://pubmed.ncbi.nlm.nih.gov/7438088/
In vivo activity: To be determined

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 52.7 198.54
Water 53.0 199.78
Ethanol 10.0 37.69

Preparing Stock Solutions

The following data is based on the product molecular weight 265.29 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
Formulation protocol: 1. Boynton AL, Whitfield JF. Stimulation of DNA synthesis in calcium-deprived T51B liver cells by the tumor promoters phenobarbital, saccharin, and 12-O-tetradecanoylphorbol-13-acetate. Cancer Res. 1980 Dec;40(12):4541-5. PMID: 7438088.
In vitro protocol: 1. Boynton AL, Whitfield JF. Stimulation of DNA synthesis in calcium-deprived T51B liver cells by the tumor promoters phenobarbital, saccharin, and 12-O-tetradecanoylphorbol-13-acetate. Cancer Res. 1980 Dec;40(12):4541-5. PMID: 7438088.
In vivo protocol: To be determined

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