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Azoles

Organic compounds that consist of five-membered heterocyclic molecules containing a nitrogen atom and at least one other non-carbon atom as part of the ring.
Imidazoles (332)
Thiazoles (242)
Pyrazoles (178)
Triazoles (101)
Oxazoles (57)
Isoxazoles (56)
Thiadiazoles (19)
Oxadiazoles (11)
Dithiazoles (2)

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1
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2,5-Dimercapto-1,3,4-thiadiazole, 97% (dry wt.), water <3%

CAS: 1072-71-5 Molecular Formula: C2H2N2S3 Molecular Weight (g/mol): 150.23 MDL Number: MFCD00003103 InChI Key: BIGYLAKFCGVRAN-UHFFFAOYSA-N Synonym: 1,3,4-thiadiazole-2,5-dithiol,2,5-dimercapto-1,3,4-thiadiazole,bismuthiol i,dimercaptothiadiazole,bismuththiol,2,5-dimercaptothiadiazole,usaf a-8354,bismuthiol,py 61h,bismuththiol i PubChem CID: 2723630 IUPAC Name: 1,3,4-thiadiazolidine-2,5-dithione SMILES: S=C1NNC(=S)S1

PubChem CID 2723630
CAS 1072-71-5
Molecular Weight (g/mol) 150.23
MDL Number MFCD00003103
SMILES S=C1NNC(=S)S1
Synonym 1,3,4-thiadiazole-2,5-dithiol,2,5-dimercapto-1,3,4-thiadiazole,bismuthiol i,dimercaptothiadiazole,bismuththiol,2,5-dimercaptothiadiazole,usaf a-8354,bismuthiol,py 61h,bismuththiol i
IUPAC Name 1,3,4-thiadiazolidine-2,5-dithione
InChI Key BIGYLAKFCGVRAN-UHFFFAOYSA-N
Molecular Formula C2H2N2S3
2
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2-Methyl-2-phenylpropylmagnesium chloride, 0.5M solution in diethyl ether, AcroSeal™

CAS: 35293-35-7 Molecular Formula: C10H13ClMg Molecular Weight (g/mol): 192.97 MDL Number: MFCD00075586 InChI Key: BXKYFONHSSFLKR-UHFFFAOYSA-M Synonym: neophylmagnesium chloride,chloro 2-methyl-2-phenylpropyl magnesium,magnesium, chloro 2-methyl-2-phenylpropyl,2-methyl-2-phenylpropylmagnesium chloride,2-methyl-2-phenylpropylmagnesium chloride solution,neophyl magnesium chloride,bxkyfonhssflkr-uhfffaoysa-m,2-methyl-2-phenylpropyl magnesium chloride,2-methyl-2-phenyl-propanyl magnesium chloride,2-methyl-2-phenylpropylmagnesium chloride solution, 0.5 m in diethyl ether PubChem CID: 118802 IUPAC Name: magnesium;2-methanidylpropan-2-ylbenzene;chloride SMILES: CC(C)(C[Mg]Cl)C1=CC=CC=C1

PubChem CID 118802
CAS 35293-35-7
Molecular Weight (g/mol) 192.97
MDL Number MFCD00075586
SMILES CC(C)(C[Mg]Cl)C1=CC=CC=C1
Synonym neophylmagnesium chloride,chloro 2-methyl-2-phenylpropyl magnesium,magnesium, chloro 2-methyl-2-phenylpropyl,2-methyl-2-phenylpropylmagnesium chloride,2-methyl-2-phenylpropylmagnesium chloride solution,neophyl magnesium chloride,bxkyfonhssflkr-uhfffaoysa-m,2-methyl-2-phenylpropyl magnesium chloride,2-methyl-2-phenyl-propanyl magnesium chloride,2-methyl-2-phenylpropylmagnesium chloride solution, 0.5 m in diethyl ether
IUPAC Name magnesium;2-methanidylpropan-2-ylbenzene;chloride
InChI Key BXKYFONHSSFLKR-UHFFFAOYSA-M
Molecular Formula C10H13ClMg
3
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1-Ethyl-3-methylimidazolium tetrafluoroborate, 98+% (dry wt.), may cont. up to 3% water

CAS: 143314-16-3 Molecular Formula: C6H11BF4N2 Molecular Weight (g/mol): 197.97 MDL Number: MFCD00216668 InChI Key: CUNYTRQQXKCRTJ-UHFFFAOYSA-N Synonym: 1-ethyl-3-methylimidazolium tetrafluoroborate,1-ethyl-3-methyl-1h-imidazol-3-ium tetrafluoroborate,emimbf4,basionics™ ee 03,acmc-209cq9,dsstox_cid_29074,dsstox_rid_83293,dsstox_gsid_49218,ksc174g8n,1-methyl-3-ethylimidazolium tetrafluoroborate PubChem CID: 2769348 IUPAC Name: 1-ethyl-3-methylimidazol-3-ium;tetrafluoroborate SMILES: F[B-](F)(F)F.CCN1C=C[N+](C)=C1

PubChem CID 2769348
CAS 143314-16-3
Molecular Weight (g/mol) 197.97
MDL Number MFCD00216668
SMILES F[B-](F)(F)F.CCN1C=C[N+](C)=C1
Synonym 1-ethyl-3-methylimidazolium tetrafluoroborate,1-ethyl-3-methyl-1h-imidazol-3-ium tetrafluoroborate,emimbf4,basionics™ ee 03,acmc-209cq9,dsstox_cid_29074,dsstox_rid_83293,dsstox_gsid_49218,ksc174g8n,1-methyl-3-ethylimidazolium tetrafluoroborate
IUPAC Name 1-ethyl-3-methylimidazol-3-ium;tetrafluoroborate
InChI Key CUNYTRQQXKCRTJ-UHFFFAOYSA-N
Molecular Formula C6H11BF4N2
4

Sigma Aldrich 2,2-Dimethoxyacetaldehyde solution

MilliporeSigma Sigma Organics products encompass a wide range of quality reagents, solvents, catalysts, and building blocks for organic synthesis. From benchtop discovery to process development and scale-up, Sigma Organics solutions are built to meet the needs of synthetic chemists.

ENCOMPASS
CAS 51673-84-8
5

Sigma Aldrich 3-[Bis(2-hydroxyethyl)amino]propyl-triethoxysilane solution

MilliporeSigma Sigma Organics products encompass a wide range of quality reagents, solvents, catalysts, and building blocks for organic synthesis. From benchtop discovery to process development and scale-up, Sigma Organics solutions are built to meet the needs of synthetic chemists.

ENCOMPASS
CAS 7538-44-5
6

3-(4,5-Dimethylthiazolyl-2)-2,5-Diphenyl Tetrazolium Bromide, MP Biomedicals™

CAS: 298-93-1 Molecular Formula: C18H16BrN5S Molecular Weight (g/mol): 414.33 MDL Number: MFCD00011964,MFCD00066662 InChI Key: AZKSAVLVSZKNRD-UHFFFAOYSA-M Synonym: thiazolyl blue,thiazolyl blue tetrazolium bromide,mmt tetrazolium,methylthiazoletetrazolium,mtt,thiazolyl blue monotetrazolium,thiazole blue,3-4,5-dimethylthiazol-2-yl-2,5-diphenyltetrazolium bromide,mtt van,unii-euy85h477i PubChem CID: 64965 ChEBI: CHEBI:53233 IUPAC Name: 2-(4,5-dimethyl-1,3-thiazol-2-yl)-3,5-diphenyl-3H-1,2λ⁵,3,4-tetrazol-2-ylium bromide SMILES: [Br-].CC1=C(C)N=C(S1)[N+]1=NC(=NN1C1=CC=CC=C1)C1=CC=CC=C1

PubChem CID 64965
CAS 298-93-1
Molecular Weight (g/mol) 414.33
ChEBI CHEBI:53233
MDL Number MFCD00011964,MFCD00066662
SMILES [Br-].CC1=C(C)N=C(S1)[N+]1=NC(=NN1C1=CC=CC=C1)C1=CC=CC=C1
Synonym thiazolyl blue,thiazolyl blue tetrazolium bromide,mmt tetrazolium,methylthiazoletetrazolium,mtt,thiazolyl blue monotetrazolium,thiazole blue,3-4,5-dimethylthiazol-2-yl-2,5-diphenyltetrazolium bromide,mtt van,unii-euy85h477i
IUPAC Name 2-(4,5-dimethyl-1,3-thiazol-2-yl)-3,5-diphenyl-3H-1,2λ⁵,3,4-tetrazol-2-ylium bromide
InChI Key AZKSAVLVSZKNRD-UHFFFAOYSA-M
Molecular Formula C18H16BrN5S
7

3-(4,5-Dimethylthiazolyl-2)-2,5-Diphenyl Tetrazolium Bromide, MP Biomedicals

CAS: 298-93-1 Molecular Formula: C18H16BrN5S Molecular Weight (g/mol): 414.33 MDL Number: MFCD00011964,MFCD00066662 InChI Key: AZKSAVLVSZKNRD-UHFFFAOYSA-M Synonym: thiazolyl blue,thiazolyl blue tetrazolium bromide,mmt tetrazolium,methylthiazoletetrazolium,mtt,thiazolyl blue monotetrazolium,thiazole blue,3-4,5-dimethylthiazol-2-yl-2,5-diphenyltetrazolium bromide,mtt van,unii-euy85h477i PubChem CID: 64965 ChEBI: CHEBI:53233 IUPAC Name: 2-(4,5-dimethyl-1,3-thiazol-2-yl)-3,5-diphenyl-3H-1,2λ⁵,3,4-tetrazol-2-ylium bromide SMILES: [Br-].CC1=C(C)N=C(S1)[N+]1=NC(=NN1C1=CC=CC=C1)C1=CC=CC=C1

PubChem CID 64965
CAS 298-93-1
Molecular Weight (g/mol) 414.33
ChEBI CHEBI:53233
MDL Number MFCD00011964,MFCD00066662
SMILES [Br-].CC1=C(C)N=C(S1)[N+]1=NC(=NN1C1=CC=CC=C1)C1=CC=CC=C1
Synonym thiazolyl blue,thiazolyl blue tetrazolium bromide,mmt tetrazolium,methylthiazoletetrazolium,mtt,thiazolyl blue monotetrazolium,thiazole blue,3-4,5-dimethylthiazol-2-yl-2,5-diphenyltetrazolium bromide,mtt van,unii-euy85h477i
IUPAC Name 2-(4,5-dimethyl-1,3-thiazol-2-yl)-3,5-diphenyl-3H-1,2λ⁵,3,4-tetrazol-2-ylium bromide
InChI Key AZKSAVLVSZKNRD-UHFFFAOYSA-M
Molecular Formula C18H16BrN5S
8

Advanced Chem Tech HOBt.H2O, Advanced ChemTech

Molecular Weight (g/mol): 153.15

Molecular Weight (g/mol) 153.15
9
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2,5-Dimercapto-1,3,4-thiadiazole, 98%

CAS: 1072-71-5 Molecular Formula: C2H2N2S3 Molecular Weight (g/mol): 150.23 MDL Number: MFCD00003103 InChI Key: BIGYLAKFCGVRAN-UHFFFAOYSA-N Synonym: 1,3,4-thiadiazole-2,5-dithiol,2,5-dimercapto-1,3,4-thiadiazole,bismuthiol i,dimercaptothiadiazole,bismuththiol,2,5-dimercaptothiadiazole,usaf a-8354,bismuthiol,py 61h,bismuththiol i PubChem CID: 2723630 IUPAC Name: 1,3,4-thiadiazolidine-2,5-dithione SMILES: S=C1NNC(=S)S1

PubChem CID 2723630
CAS 1072-71-5
Molecular Weight (g/mol) 150.23
MDL Number MFCD00003103
SMILES S=C1NNC(=S)S1
Synonym 1,3,4-thiadiazole-2,5-dithiol,2,5-dimercapto-1,3,4-thiadiazole,bismuthiol i,dimercaptothiadiazole,bismuththiol,2,5-dimercaptothiadiazole,usaf a-8354,bismuthiol,py 61h,bismuththiol i
IUPAC Name 1,3,4-thiadiazolidine-2,5-dithione
InChI Key BIGYLAKFCGVRAN-UHFFFAOYSA-N
Molecular Formula C2H2N2S3
10
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8-Azahypoxanthine, 98%

CAS: 2683-90-1 Molecular Formula: C4H3N5O Molecular Weight (g/mol): 137.10 MDL Number: MFCD00005804 InChI Key: OEEYCNOOAHGFHL-UHFFFAOYSA-N Synonym: 8-azahypoxanthine,azahypoxanthine,3h-1,2,3 triazolo 4,5-d pyrimidin-7-ol,7-hydroxy-1,2,3,4,6-pentaazaindene,7h-1,2,3-triazolo 4,5-d pyrimidin-7-one, 1,4-dihydro,7-hydroxy-v-triazolo d pyrimidine,1h-1,2,3-triazolo 4,5-d pyrimidin-7-ol,v-triazolo 4,5-d pyrimidin-7-ol,7-hydroxy-3h-1,2,3 triazolo 4,5-d pyrimidine PubChem CID: 75895 IUPAC Name: 2,3-dihydrotriazolo[4,5-d]pyrimidin-7-one SMILES: O=C1N=CN=C2NNN=C12

PubChem CID 75895
CAS 2683-90-1
Molecular Weight (g/mol) 137.10
MDL Number MFCD00005804
SMILES O=C1N=CN=C2NNN=C12
Synonym 8-azahypoxanthine,azahypoxanthine,3h-1,2,3 triazolo 4,5-d pyrimidin-7-ol,7-hydroxy-1,2,3,4,6-pentaazaindene,7h-1,2,3-triazolo 4,5-d pyrimidin-7-one, 1,4-dihydro,7-hydroxy-v-triazolo d pyrimidine,1h-1,2,3-triazolo 4,5-d pyrimidin-7-ol,v-triazolo 4,5-d pyrimidin-7-ol,7-hydroxy-3h-1,2,3 triazolo 4,5-d pyrimidine
IUPAC Name 2,3-dihydrotriazolo[4,5-d]pyrimidin-7-one
InChI Key OEEYCNOOAHGFHL-UHFFFAOYSA-N
Molecular Formula C4H3N5O
11
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Potassium tris(1-pyrazolyl)borohydride, 93%

CAS: 18583-60-3 Molecular Formula: C9H10BKN6 Molecular Weight (g/mol): 252.13 MDL Number: MFCD00040346 InChI Key: IBNGZWIUPDMZMG-UHFFFAOYSA-N Synonym: potassium hydrotris 1-pyrazolyl borate,potassium hydridotri 1h-pyrazol-1-yl borate 1-,potassium hydro-tris 1-pyrazolyl borate,potassium tri 1h-pyrazol-1-yl hydroborate,potassium tri 1-pyrazolyl borohydride,potassium hydrotris 1-pyrazolato borate, hydrate IUPAC Name: potassium tris(1H-pyrazol-1-yl)boranuide SMILES: [K+].C1=CN(N=C1)[BH-](N1C=CC=N1)N1C=CC=N1

CAS 18583-60-3
Molecular Weight (g/mol) 252.13
MDL Number MFCD00040346
SMILES [K+].C1=CN(N=C1)[BH-](N1C=CC=N1)N1C=CC=N1
Synonym potassium hydrotris 1-pyrazolyl borate,potassium hydridotri 1h-pyrazol-1-yl borate 1-,potassium hydro-tris 1-pyrazolyl borate,potassium tri 1h-pyrazol-1-yl hydroborate,potassium tri 1-pyrazolyl borohydride,potassium hydrotris 1-pyrazolato borate, hydrate
IUPAC Name potassium tris(1H-pyrazol-1-yl)boranuide
InChI Key IBNGZWIUPDMZMG-UHFFFAOYSA-N
Molecular Formula C9H10BKN6
12
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Tetrakis(1-pyrazolyl)borate, potassium salt, 95%

CAS: 14782-58-2 Molecular Formula: C12H12BKN8 Molecular Weight (g/mol): 318.2 MDL Number: MFCD00800557 InChI Key: RKBGLZQVHBLUBM-UHFFFAOYSA-N Synonym: tetrakis 1-pyrazolyl borate,potassium tetrakis pyrazol-1-yloxy boranuide PubChem CID: 92043288 IUPAC Name: potassium;tetra(pyrazol-1-yloxy)boranuide SMILES: [B-](ON1C=CC=N1)(ON2C=CC=N2)(ON3C=CC=N3)ON4C=CC=N4.[K+]

PubChem CID 92043288
CAS 14782-58-2
Molecular Weight (g/mol) 318.2
MDL Number MFCD00800557
SMILES [B-](ON1C=CC=N1)(ON2C=CC=N2)(ON3C=CC=N3)ON4C=CC=N4.[K+]
Synonym tetrakis 1-pyrazolyl borate,potassium tetrakis pyrazol-1-yloxy boranuide
IUPAC Name potassium;tetra(pyrazol-1-yloxy)boranuide
InChI Key RKBGLZQVHBLUBM-UHFFFAOYSA-N
Molecular Formula C12H12BKN8
13
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Imidazo[1,2-b]pyridazine, 98%, Thermo Scientific™

CAS: 766-55-2 Molecular Formula: C6H5N3 Molecular Weight (g/mol): 119.12 InChI Key: VTVRXITWWZGKHV-UHFFFAOYSA-N Synonym: imidazo 1,2-b pyridazine,imidazol 1,2-b pyridazine,imdazo1,2-bpyridazine,pubchem11271,acmc-1bczx,imidazo 2,1-f pyridazine,1,5-diazaindolizine,ksc258e5b,1,3a,4-triazaindene PubChem CID: 136599 IUPAC Name: imidazo[1,2-b]pyridazine SMILES: C1=CC2=NC=CN2N=C1

PubChem CID 136599
CAS 766-55-2
Molecular Weight (g/mol) 119.12
SMILES C1=CC2=NC=CN2N=C1
Synonym imidazo 1,2-b pyridazine,imidazol 1,2-b pyridazine,imdazo1,2-bpyridazine,pubchem11271,acmc-1bczx,imidazo 2,1-f pyridazine,1,5-diazaindolizine,ksc258e5b,1,3a,4-triazaindene
IUPAC Name imidazo[1,2-b]pyridazine
InChI Key VTVRXITWWZGKHV-UHFFFAOYSA-N
Molecular Formula C6H5N3
14
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Potassium tris(3,5-dimethyl-1-pyrazolyl)borohydride, 99%

CAS: 17567-17-8 Molecular Formula: C15H22BKN6 Molecular Weight (g/mol): 336.29 MDL Number: MFCD00040342 InChI Key: NTWZGFNSHCFHIJ-UHFFFAOYSA-N Synonym: potassium hydrotris 3,5-dimethylpyrazol-1-yl borate,potassium;tris 3,5-dimethylpyrazol-1-yl boron 1-,potassium tri 3,5-dimethyl-1-pyrazolyl borohydride,potassium tris 3,5-dimethyl-1h-pyrazol-1-yl hydrido borate 1- IUPAC Name: potassium tris(3,5-dimethyl-1H-pyrazol-1-yl)boranuide SMILES: [K+].CC1=NN([BH-](N2N=C(C)C=C2C)N2N=C(C)C=C2C)C(C)=C1

CAS 17567-17-8
Molecular Weight (g/mol) 336.29
MDL Number MFCD00040342
SMILES [K+].CC1=NN([BH-](N2N=C(C)C=C2C)N2N=C(C)C=C2C)C(C)=C1
Synonym potassium hydrotris 3,5-dimethylpyrazol-1-yl borate,potassium;tris 3,5-dimethylpyrazol-1-yl boron 1-,potassium tri 3,5-dimethyl-1-pyrazolyl borohydride,potassium tris 3,5-dimethyl-1h-pyrazol-1-yl hydrido borate 1-
IUPAC Name potassium tris(3,5-dimethyl-1H-pyrazol-1-yl)boranuide
InChI Key NTWZGFNSHCFHIJ-UHFFFAOYSA-N
Molecular Formula C15H22BKN6
15
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4-Nitroimidazole, 98%

CAS: 3034-38-6 Molecular Formula: C3H3N3O2 Molecular Weight (g/mol): 113.08 MDL Number: MFCD00005196 InChI Key: VYDWQPKRHOGLPA-UHFFFAOYSA-N Synonym: 4-nitroimidazole,4-nitro-1h-imidazole,1h-imidazole, 4-nitro,5-nitroimidazole,4 5-nitroimidazole,imidazole, 4-nitro,1h-imidazole, 5-nitro,unii-y8u32az5o7,5 4-nitroimidazole,4-nitro-3h-imidazole PubChem CID: 18208 ChEBI: CHEBI:64635 IUPAC Name: 5-nitro-1H-imidazole SMILES: [O-][N+](=O)C1=CN=CN1

PubChem CID 18208
CAS 3034-38-6
Molecular Weight (g/mol) 113.08
ChEBI CHEBI:64635
MDL Number MFCD00005196
SMILES [O-][N+](=O)C1=CN=CN1
Synonym 4-nitroimidazole,4-nitro-1h-imidazole,1h-imidazole, 4-nitro,5-nitroimidazole,4 5-nitroimidazole,imidazole, 4-nitro,1h-imidazole, 5-nitro,unii-y8u32az5o7,5 4-nitroimidazole,4-nitro-3h-imidazole
IUPAC Name 5-nitro-1H-imidazole
InChI Key VYDWQPKRHOGLPA-UHFFFAOYSA-N
Molecular Formula C3H3N3O2