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Imidoesters

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Definition: Esters of the hypothetical imidic acids. They react with amines or amino acids to form amidines and are therefore used to modify protein structures and as cross-linking agents.  reagents; D25-26 qualif   
Pharmacological Action Indicators and Reagents
Examples Dimethyl Adipimidate; Dimethyl Suberimidate 		Other names Imidates
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
(R(S))-methyl N-tert-butanesulfinyl-2-chloroethanimidate  0   *Imidoesters *Sulfonium Compounds. J Org Chem. 2011 Apr 1;76(7):2204-13
1,9-di(3-vinylimidazolium)nonane bis((trifluoromethyl)sulfonyl)imidate  0   *Imidoesters. Anal Bioanal Chem 2007 Jun;388(4):889-99
2-pyridylthioimidate  0   *Imidoesters *Pyridines. J Org Chem. 2003 Nov 14;68(23):8838-46
glucoraphanin  0   *Glucosinolates *Imidoesters. Bioorg Med Chem Lett 1999 Apr 5;9(7):1047-8
glucoerucin  21973-56-8   *Imidoesters Glucose/*analogs & derivatives. Bioorg Med Chem Lett 1999 Apr 5;9(7):1047-8
ethyl S-acetylpropionthioimidate  150035-77-1   *Imidoesters. J Pharm Sci 1993 May;82(5):506-12
N,O-bis(trimethylsilyl)acetamide  10416-59-8   *Imidoesters *Trimethylsilyl Compounds. Carbohydr Res 1993 Mar 17;241:209-15
4-(2-methoxycarbonimidoylethyl)phenyl 10-methyacridinium-9-carboxylate  140210-82-8   *Acridines *Imidoesters. J Photochem Photobiol B 1992 Jan 31;12(2):193-201
pyromellitic diimide  2550-73-4   *Imidoesters. J Anim Sci 1985;60(2):544
methyl(methylthio)acetimidate  83353-53-1 Ethanimidic acid, 2-(methylthio)-, (2S-(1(R*(R*)),2R*))  *Imidoesters. J Mol Biol 1984;177(3):483
3-(dimethyl-2-(acetimidoxyethyl)ammonio)propanesulfonate  90992-23-7 1-Propanaminium, N-(2-(1-iminoethoxy)ethyl)-N,N-dimethyl-3-sulfo-, chloride  *Imidoesters. J Biol Chem 1984;258(24):15114
2-(5'-dimethylaminonaphthalene-1'-sulfonamido)methylimidic acid methyl ester  89664-16-4 Ethanimidic acid, 2-(((5-(dimethylamino)-1-naphthalenyl)sulfonyl)amino)-, methyl ester  *Dansyl Compounds *Imidoesters. Biochim Biophys Acta 1983;749(3):238
benzomate  29104-30-1   *Benzoates *Imidoesters. J Chromatogr 1983;257(1):151
N-lauryl iminodipropionate  17066-08-9   *Imidoesters. Biochem J 1982;202(1):25
isethionyl 3-(N-2,4-dinitrophenyl)-aminopropioimidate  81420-32-8 Propanimidic acid, 3-((2,4-dinitrophenyl)amino)-, 2-sulfoethyl ester  *Imidoesters. J Biol Chem 1982;257(5):2460
dimethyl-3,8-diaza-4,7-dioxo-5,6-dihydroxydecanbis(imidate)  80186-82-9 Propanimidic acid, 3,3'-((2,3-dihydroxy-1,4-dioxo-1,4-butanediyl)diimino)bis-, dimethyl ester  *Imidoesters. Acta Biol Med Ger 1980;39(11-12):1147; Eur J Biochem 1982;127(2):225
diisethionyl-3,3'-dithiobispropionimidate  78303-20-5 Propanimidic acid, 3,3'-dithiobis-, bis(2-sulfoethyl) ester  *Imidoesters. J Biol Chem 1981;256(11):5890
dimethyl pimelimidate  36875-25-9 Heptanediimidic acid, dimethyl ester  *Imidoesters. Biochim Biophys Acta 1981;635(1):194
methyl 4-azidophenylacetimidate  73710-32-4 Benzeneethanimidic acid, 4-azido-, methyl ester, monohydrochloride  *Imidoesters. Anal Biochem 1980;108(2):394
methyl 3-imidate-2,2,5,5-tetramethylpyrroline 1-oxide  77044-72-5 1H-Pyrrol-1-yloxy, 2,5-dihydro-3-(iminomethoxymethyl)-2,2,5,5-tetramethyl  *Imidoesters Spin Labels. Arch Biochem Biophys 1980;204(2):471
ethyl 4-azidobenzoylaminoacetimidate  77044-74-7 Ethanimidic acid, 2-((4-azidobenzoyl)amino)-, ethyl ester  *Imidoesters. Eur J Biochem 1980;110(2):485
methyl-5-(4-azidophenyl)-4,5-dithiapentanimidate  75221-90-8 Propanimidic acid, 3-((4-azidophenyl)dithio)-, methyl ester, monohydrochloride  *Imidoesters. Nucleic Acids Res 1980;8(14):3065
methyl-4-azidobenzoylaminoacetimidate  75221-89-5 Ethanimidic acid, 2-((4-azidobenzoyl)amino)-, methyl ester, monohydrochloride  *Imidoesters. Nucleic Acids Res 1980;8(14):3065
methyl-3,5-diiodohydroxybenzimidate  0   *Imidoesters. Anal Biochem 1980;106(2):411
methyl 4-azidobenzimidate  74676-96-3 Benzenecarboximidic acid, 4-azido-, methyl ester  *Azides *Imidoesters. Biochemistry 1980;19(5):3878; FEBS Lett 1980;112(2):265
2-(methylsulfonyl)ethyl acetimidate  73264-86-5 Ethanimidic acid, 2-(methylsulfonyl)ethyl ester  *Imidoesters. Biochemistry 1980;19(10):2067
dithiobispropionimidate  1002-19-3 Propanamide, 3,3'-dithiobis  *Imidoesters. Virology 1980;102(1):205
ethyl bromoacetimidate  72201-38-8 Ethanimidic acid, 2-bromo-, ethyl ester  *Imidoesters. Hoppe Seylers Z Physiol Chem 360(9):1257;1979
isethionyl acetimidate  70230-78-3 Ethanimidic acid, 2-sulfoethyl ester  *Imidoesters Isethionic Acid/*analogs & derivatives. Biochemistry 18(11):2407;1979; Biochim Biophys Acta 1979;558(1):1; Immunology 37(2):407;1979
4-(6-formyl-3-azidophenoxy)butyrimidate  0   *Imidoesters. Biochemistry 18(7):1288;1979
ethyl N-5-azido-2-nitrobenzoylaminoacetimidate  65125-36-2 Ethanimidic acid, 2-((5-azido-2-nitrobenzoyl)amino)-, ethyl ester, monohydrochloride  *Imidoesters. Arch Biochem Biophys 190(1):163;1978
methyl 3-((4-azidophenyl)dithio)propionimidate  63958-36-1   *Imidoesters. Cell 16(4):941;1979; J Virol 1980;33(1):152; Prog Clin Biol Res 23:647;1978
methyl-4-hydroxy-3-nitrobenzimidate  78200-33-6 Benzenecarboximidic acid, 4-hydroxy-3-nitro-, methyl ester  *Imidoesters. Hoppe-Seylers Z Physiol Chem 359:407;1978
buthiobate  51308-54-4 S-(n-butyl)-S'-(p-tert-butylbenzyl) N-(3-pyridyl)- 5-dithiocarbonimidate  *Imidoesters. Radioisotopes 27(4):204;1978; Radioisotopes 27(6):324;1978
methylbutyrimidate  54942-33-5   *Imidoesters. Microbios 17:93;1976
ethyl acetimidate  1000-84-6 ethanimidic acid, ethyl ester  *Imidoesters.
Pharma Action Indicators and Reagents 		Biochem J 161:159;1977; Biochemistry 16(17):3746;1977; Biochim Biophys Acta 1979;581(2):334; Int J Biochem 1980;12(1-2):307; J Biochem (Tokyo) 85(1):75;1979; Thromb Res 12:177;1977
methylhydroxybenzimidate  69731-90-4 Benzenecarboximidic acid, 4-hydroxy-, methyl ester  *Imidoesters. J Immunol 117(5):1695;1976
methyl-5-bromovalerimidate  62287-98-3 Pentanimidic acid, 5-bromo-, methyl ester, hydrochloride  *Imidoesters. J Biol Chem 252(4):1505;1977; J Biol Chem 254(4):1022;1979
4-azidobenzimidate  0   *Imidoesters. J Biol Chem 252(23):8524;1977; J Biol Chem 252(5):1566;1977
dimethyl-3,3'-(dithiahexamethylenedioxy)dipropionimidate  59759-98-7 Propanimidic acid, 3,3'-(dithiobis(2,1-ethanediyloxy))bis-, dimethyl ester, dihydrochloride  *Imidoesters. Hoppe-Seyler's Z Physiol Chem 357(3):477;1976
methyl acetimidate  14777-29-8   *Imidoesters.
Pharma Action Indicators and Reagents 		Acta Biol Med Ger 35(11):1437;1976; Biochem Biophys Res Commun 63(1):262;1975; Biochem J 161:49;1977; Biochem J 161:63;1977; Biochem Soc Trans 6(6):1222;1978; Biochemistry 17(14):2822;1978; Biochemistry 18(11):2407;1979; Biochim Biophys Acta 1979;558(1):1; Cancer Res 39(2):345;1979; Exp Eye Res 21(6):549;1975; J Biochem (Tokyo) 85(2):581;1979; J Virol 1980;33(3):983; Prog Clin Biol Res 19:149;1978
dimethylmalonimidate  51534-05-5 Propanediimidic acid, dimethyl ester  *Imidoesters. Biochemistry 16(11):2441;1977; Biochemistry 17(9):1761;1977; Mol Gen Genet 129(2):168;1974
dimethyl dithiobispropionimidate  59012-54-3   *Imidoesters.
Pharma Action Cross-Linking Reagents 		Arch Virol 1979;60(3-4):207; Biochemistry 16(11):2441;1977; Biochemistry 16(12):2629;1977; Biochim Biophys Acta 567(1):247;1979; Cell Shape Surface Architect 17:605;1977; FEBS Lett 1979;104(2):294; FEBS Lett 90(1):123;1978; Isr J Med Sci 11(11):1197;1975; J Biol Chem 249(24);1974; J Biol Chem 250(16):6622;1975; J Biol Chem 252(13):4743;1977; J Biol Chem 253(16):5745;1978; J Immunol 123(2):870;1979; J Virol 1980;33(1):152; Nucleic Acids Res 1979;7(6):1649; Virology 88(2):263;1978
methyl 4-mercaptobutyrimidate  64821-63-2   *Imidoesters.
Pharma Action Cross-Linking Reagents 		Biochem Biophys Res Commun 76(2):495;1977; Biochemistry 12(17):3266;1973; Biochemistry 17(25):5399;1978; Cell 12:417;1977; FEBS Lett 91(1):149;1978; Hoppe Seylers Z Physiol Chem 358(1):137;1977; J Biol Chem 250(24):9434;1975; J Mol Biol 127(3):243;1979; J Mol. Biol 106:995;1976; Methods Enzymol 59:534;1979; Microbios 17:93;1976
methyl-5-iodopyridine-2-carboximidate  41960-48-9 2-Pyridinecarboximidic acid, 5-iodo-, methyl ester  *Imidoesters. Biochem J 131(4):625;1973
diethyl malonimidate  10344-69-1   *Imidoesters. Biochem Biophys Res Comm 52(1):35;1973; Biochim Biophys Acta 567(2):401;1979
phenyl N-methylacetimidate  22084-79-3 Ethanimidic acid, N-methyl-, phenyl ester  *Imidoesters. Biochemistry 12(13):2483;1973
methyl picolinimidate  19547-38-7   *Imidoesters. Eur J Biochem 28(1):1;1972; Exp Eye Res 21(6):549;1975
methyl 3-mercaptopropionimidate  66592-92-5 Propanimidic acid, 3-mercapto-, methyl ester  *Imidoesters. J Mol Biol 62(2):415;1971
ethyl chloroacetimidate  37622-36-9 Ethanimidic acid, 2-chloro-, ethyl ester  *Imidoesters. Biochim Biophys Acta 263(2):213;1972

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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012
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