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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
ADA is a biological buffer used to regulate solution pH and influence enzyme reactions.
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CAS No. : | 26239-55-4 |
Formula : | C6H10N2O5 |
M.W : | 190.15 |
SMILES Code : | O=C(N)CN(CC(O)=O)CC(O)=O |
MDL No. : | MFCD00008031 |
InChI Key : | QZTKDVCDBIDYMD-UHFFFAOYSA-N |
Pubchem ID : | 117765 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
wherein the biological buffer is selected from the group consisting of: N-2-acetamido-2-aminoethanesulfonic acid (ACES); N-2-acetamido-2-iminodiacetic acid (ADA); amino methyl propanediol (AMP); 3-1,1-dimethyl-2-hydroxyethylamino-2-hydroxy propanesulfonic acid (AMPSO); N,N-bis2-hydroxyethyl-2-aminoethanesulfonic acid (BES); N,N-bis-2-hydroxyethylglycine (BICINE); 1,3-bistrishydroxymethylmethylaminopropane (Bis-Tris Propane); 4-cyclohexylamino-1-butane sulfonic acid (CABS); 3-cyclohexylamino-1-propane sulfonic acid (CAPS); ... | ||
Zwitterionic compounds selected from: taurine (2-aminoethanesulphonic acid), 2(N-morpholino)ethanesulphonic acid (MES), N-(2-acetamido)iminodiacetic acid (ADA), N-(2-acetamido)-2-aminoethanesulphonic acid (ACES), N,N-bis(2-hydroxyethyl)-2-aminoethanesulphonic acid (BES), N-N[tris(hydroxymethyl)-methyl]-2-aminoethanesulphonic acid (TES), N-2-hydroxyethylpiperazine-N'-2-ethanesulphonic acid (HEPES), 2-(cyclohexylamino)ethanesulphonic acid (CHES) or 3-(cyclohexylamino)propanesulphonic acid (CAPS), | ||
...g a chronic progressive inflammatory condition or disease by stimulating myeloperoxidase activity comprising systemically administering to a patient in need thereof an effective amount of taurine and at least one N-halo derivative of a zwitterionic compound selected from the group consisting of: taurine (2-aminoethanesulphonic acid), 2(N-morpholino)ethanesulphonic acid (MES), N-(2-acetamido)iminodiacetic acid (ADA), N-(2-acetamido)-2-aminoethanesulphonic acid) (ACES), N,N-bis(2-hydroxylethyl)-2-aminoethanesulphonic acid) (BES), N,N[tris(hydroxymethyl)-methyl]-2-aminoethanesulphonic acid) (TES), N,2-hydroxyethylpiperazine-N'-2-ethanesulphonic acid) (HEPES), N,2-hydroxyethylpiperazine-N'-3-propanesulphonic acid) ((H)EPPS), 2-(cyclohexylamino)ethanesulphonic acid) (CHES), and |
The present invention provides a method of stimulating myeloperoxidase activity in a patient in need of such stimulation, which comprises administering to said patient as active agent an effective amount of a zwitterionic compound selected from: taurine (2-aminoethanesulphonic acid), 2(N-morpholino)ethanesulphonic acid (MES), N-(2-acetamido)iminodiacetic acid (ADA), N-(2-acetamido)-2-aminoethanesulphonic acid (ACES), N,N-bis(2-hydroxyethyl)-2-aminoethanesulphonic acid (BES), N-N[tris(hydroxymethyl)-methyl]-2-aminoethanesulphonic acid (TES), N-2-hydroxyethylpiperazine-N'-2-ethanesulphonic acid (HEPES), N-2-hydroxyethylpiperazine-N'3-propanesulphonic acid ((H)EPPS), 2-(cyclohexylamino)ethanesulphonic acid (CHES) or 3-(cyclohexylamino)propanesulphonic acid (CAPS), | ||
Method of claim 4, further comprising administering an N-halo derivative of a compound selected from the group consisting of taurine (2-aminoethanesulphonic acid), 2(N-morpholino)ethanesulphonic acid (MES), N-(2-acetamido)iminodiacetic acid (ADA), N-(2-acetamido)-2-aminoethanesulphonic acid) (ACES), N,N-bis(2-hydroxylethyl)-2-aminoethanesulphonic acid) (BES), N,N[tris(hydroxymethyl)-methyl]-2-aminoethanesulphonic acid) (TES), N,2-hydroxyethylpiperazine-N'-2-ethanesulphonic acid) (HEPES), N,2-hydroxyethylpiperazine-N'-3-propanesulphonic acid) ((H)EPPS), 2-(cyclohexylamino)ethanesulphonic acid) (CHES) and ... | ||
Use of a zwitterionic compound selected from: taurine (2-aminoethanesulphonic acid), 2(N-morpholino)ethanesulphonic acid (MES), N-(2-acetamido) iminodiacetic acid (ADA), N-(2-acetamido)-2-aminoethanesulphonic acid (ACES), N,N-bis(2-hydroxyethyl)-2-aminoethanesulphonic acid (BES), ... | ||
, wherein the plurality of positively charged groups are provided by a biological buffer which is selected from the group consisting of: N-2-acetamido-2-aminoethanesulfonic acid (ACES); N-2-acetamido-2-iminodiacetic acid (ADA); N,N-bis2-hydroxyethyl-2-aminoethanesulfonic acid (BES); N,N-bis-2-hydroxyethylglycine (BICINE); 1,3-bistrishydroxymethylmethylaminopropane (Bis-Tris Propane); 3-N,N-bis-2-hydroxyethylamino-2-hydroxypropanesulfonic acid (DIPSO); -2-hydroxyethylpiperazine-N-3-propanesulfonic acid (EPPS); -2-hydroxyethylpiperazine-N-4-butanesulfonic acid (HEPBS); -2-hydroxyethylpiperazine-N-2-ethanesulfonic acid (HEPES); ... | ||
...econd, higher, pH at which the charge on the ionizable groups is negative, neutral or less positive, wherein said plurality of positively ionizable groups have a pKa between about 4.5 and about 8.5, the ionizable groups being provided by a biological buffer selected from the group consisting of: N-2-acetamido-2-aminoethanesulfonic acid (ACES); N-2-acetamido-2-iminodiacetic acid (ADA); N,N-bis2-hydroxyethyl-2-aminoethanesulfonic acid (BES); N,N-bis-2-hydroxyethylglycine (BICINE); 1,3-bistrishydroxymethylmethylaminopropane (Bis-Tris Propane); 3-N,N-bis-2-hydroxyethylamino-2-hydroxypropanesulfonic acid (DIPSO); -2-hydroxyethylpiperazine-N-3-propanesulfonic acid (EPPS); -2-hydroxyethylpiperazine-N-4-butanesulfonic acid (HEPBS); -2-hydroxyethylpiperazine-N-2-ethanesulfonic acid (HEPES); ... |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
26% | In methanol; water; at 20.0℃; for 168h; | When H2ADA and corresponding Ag(I) salts and Cr(III)salts were mixed into water solutions (10 mL) in a beaker,white precipitations are obtained immediately, and no crystalssuitable for X-ray analysis can be obtained. Therefore a layered method is used. A solution of H2ADA (0.020 mmol) inMeOH (10 mL) was carefully layered onto a solution of Ag2SiF6(7.16 mg, 0.0230 mmol) and CrCl3(3.64 mg, 0.0230 mmol) inH2O (10 mL). The layered solutions were left for about sevendays at room temperature and pink crystals can be obtained. Theproducts were collected after washing by H2O and ether. Theyields are about 26% based on Ag: Anal. Calcd. (%)for1:C26.79%, H 2.62%, 5.21%; Found: C 26.98%, H 2.76%, 5.36%. |