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Organoheterocyclic compounds

Organic compounds that consist of ring structures, or cyclic compounds that have atoms of at least two different elements as members of its ring(s).
Pyridines and derivatives (470)
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Imidazole (Certified), Fisher Chemical

CAS: 288-32-4 Molecular Formula: C3H4N2 Molecular Weight (g/mol): 68.08 MDL Number: MFCD00005183 InChI Key: RAXXELZNTBOGNW-UHFFFAOYSA-N Synonym: imidazole,glyoxaline,imidazol,iminazole,miazole,1,3-diazole,glyoxalin,imutex,1,3-diaza-2,4-cyclopentadiene,pyrro b monazole PubChem CID: 795 ChEBI: CHEBI:16069 IUPAC Name: 1H-imidazole SMILES: N1C=CN=C1

EDGE
PubChem CID 795
CAS 288-32-4
Molecular Weight (g/mol) 68.08
ChEBI CHEBI:16069
MDL Number MFCD00005183
SMILES N1C=CN=C1
Synonym imidazole,glyoxaline,imidazol,iminazole,miazole,1,3-diazole,glyoxalin,imutex,1,3-diaza-2,4-cyclopentadiene,pyrro b monazole
IUPAC Name 1H-imidazole
InChI Key RAXXELZNTBOGNW-UHFFFAOYSA-N
Molecular Formula C3H4N2
2
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Imidazole (Molecular Biology), Fisher BioReagents™,50g

CAS: 288-32-4 Molecular Formula: C3H4N2 Molecular Weight (g/mol): 68.08 MDL Number: MFCD00005183 InChI Key: RAXXELZNTBOGNW-UHFFFAOYSA-N Synonym: imidazole,glyoxaline,imidazol,iminazole,miazole,1,3-diazole,glyoxalin,imutex,1,3-diaza-2,4-cyclopentadiene,pyrro b monazole PubChem CID: 795 ChEBI: CHEBI:16069 IUPAC Name: 1H-imidazole SMILES: N1C=CN=C1

EDGE
PubChem CID 795
CAS 288-32-4
Molecular Weight (g/mol) 68.08
ChEBI CHEBI:16069
MDL Number MFCD00005183
SMILES N1C=CN=C1
Synonym imidazole,glyoxaline,imidazol,iminazole,miazole,1,3-diazole,glyoxalin,imutex,1,3-diaza-2,4-cyclopentadiene,pyrro b monazole
IUPAC Name 1H-imidazole
InChI Key RAXXELZNTBOGNW-UHFFFAOYSA-N
Molecular Formula C3H4N2
3
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Mitomycin C, Fisher BioReagents™

CAS: 50-07-7 Molecular Formula: C15H18N4O5 Molecular Weight (g/mol): 334.332 InChI Key: NWIBSHFKIJFRCO-WUDYKRTCSA-N Synonym: mitomycin c,mitomycin,ametycine,mutamycin,ametycin,mitocin-c,mitomycinum,mytomycin,mytozytrex,mitomycin-c PubChem CID: 5746 ChEBI: CHEBI:27504 SMILES: CC1=C(C(=O)C2=C(C1=O)N3CC4C(C3(C2COC(=O)N)OC)N4)N

PubChem CID 5746
CAS 50-07-7
Molecular Weight (g/mol) 334.332
ChEBI CHEBI:27504
SMILES CC1=C(C(=O)C2=C(C1=O)N3CC4C(C3(C2COC(=O)N)OC)N4)N
Synonym mitomycin c,mitomycin,ametycine,mutamycin,ametycin,mitocin-c,mitomycinum,mytomycin,mytozytrex,mitomycin-c
InChI Key NWIBSHFKIJFRCO-WUDYKRTCSA-N
Molecular Formula C15H18N4O5
4
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3,5-Lutidine, 98+%

CAS: 591-22-0 Molecular Formula: C7H9N Molecular Weight (g/mol): 107.15 MDL Number: MFCD00006404 InChI Key: HWWYDZCSSYKIAD-UHFFFAOYSA-N Synonym: 3,5-lutidine,pyridine, 3,5-dimethyl,unii-6q4ypz045v,3,5-dimethyl pyridine,3,5 lutidine,3,5-lutdcine,3,5-dimethylpyridin,3,5-dimethyl-pyridine,acmc-1axev,dsstox_cid_30825 PubChem CID: 11565 IUPAC Name: 3,5-dimethylpyridine SMILES: CC1=CC(=CN=C1)C

EDGE
PubChem CID 11565
CAS 591-22-0
Molecular Weight (g/mol) 107.15
MDL Number MFCD00006404
SMILES CC1=CC(=CN=C1)C
Synonym 3,5-lutidine,pyridine, 3,5-dimethyl,unii-6q4ypz045v,3,5-dimethyl pyridine,3,5 lutidine,3,5-lutdcine,3,5-dimethylpyridin,3,5-dimethyl-pyridine,acmc-1axev,dsstox_cid_30825
IUPAC Name 3,5-dimethylpyridine
InChI Key HWWYDZCSSYKIAD-UHFFFAOYSA-N
Molecular Formula C7H9N
5

N4-Acetylcytosine 98.0+%, TCI America™

CAS: 14631-20-0 Molecular Formula: C6H7N3O2 Molecular Weight (g/mol): 153.14 MDL Number: MFCD00134466 InChI Key: IJCKBIINTQEGLY-UHFFFAOYSA-N Synonym: n4-acetylcytosine,n-acetylcytosine,n-2-oxo-1,2-dihydropyrimidin-4-yl acetamide,acetamide, n-1,2-dihydro-2-oxo-4-pyrimidinyl,n 4-acetylcytosine,n-2-oxo-1h-pyrimidin-6-yl acetamide,n-2-hydroxypyrimidin-4-yl acetamide,n-2-oxo-3h-pyrimidin-4-yl acetamide,4-acetylamino-1,2-dihydro-2-pyrimidone PubChem CID: 99309 IUPAC Name: N-(2-oxo-2,3-dihydropyrimidin-4-yl)acetamide SMILES: CC(=O)NC1=CC=NC(=O)N1

PubChem CID 99309
CAS 14631-20-0
Molecular Weight (g/mol) 153.14
MDL Number MFCD00134466
SMILES CC(=O)NC1=CC=NC(=O)N1
Synonym n4-acetylcytosine,n-acetylcytosine,n-2-oxo-1,2-dihydropyrimidin-4-yl acetamide,acetamide, n-1,2-dihydro-2-oxo-4-pyrimidinyl,n 4-acetylcytosine,n-2-oxo-1h-pyrimidin-6-yl acetamide,n-2-hydroxypyrimidin-4-yl acetamide,n-2-oxo-3h-pyrimidin-4-yl acetamide,4-acetylamino-1,2-dihydro-2-pyrimidone
IUPAC Name N-(2-oxo-2,3-dihydropyrimidin-4-yl)acetamide
InChI Key IJCKBIINTQEGLY-UHFFFAOYSA-N
Molecular Formula C6H7N3O2
6

3-Methyl-9H-carbazole 98.0+%, TCI America™

CAS: 4630-20-0 Molecular Formula: C13H11N Molecular Weight (g/mol): 181.238 MDL Number: MFCD00464338 InChI Key: PHKYYUQQYARDIU-UHFFFAOYSA-N PubChem CID: 20746 IUPAC Name: 3-methyl-9H-carbazole SMILES: CC1=CC2=C(C=C1)NC3=CC=CC=C32

PubChem CID 20746
CAS 4630-20-0
Molecular Weight (g/mol) 181.238
MDL Number MFCD00464338
SMILES CC1=CC2=C(C=C1)NC3=CC=CC=C32
IUPAC Name 3-methyl-9H-carbazole
InChI Key PHKYYUQQYARDIU-UHFFFAOYSA-N
Molecular Formula C13H11N
7

4-Amino-5-chloro-2,6-dimethylpyrimidine 98.0+%, TCI America™

CAS: 2858-20-0 Molecular Formula: C6H8ClN3 Molecular Weight (g/mol): 157.60 MDL Number: MFCD00191727 InChI Key: BKFCZKYCVQQMCX-UHFFFAOYSA-N Synonym: 4-amino-5-chloro-2,6-dimethylpyrimidine,timtec-bb sbb004000,4-amino-2-chloro-6,7-dimethylpyrimidine,5-chloro-2,6-dimethylpyrimidine-4-ylamine,acmc-209h3e,5-chloro-2,6-dimethyl-4-pyrimidinamine,2,4-dimethyl-5-chloro-6-aminopyrimidine,2,6-dimethyl-4-amino-5-chloropyrimidine,4-pyrimidinamine,5-chloro-2,6-dimethyl,5-chloro-2,6-dimethyl-4-pyrimidinylamine PubChem CID: 593843 IUPAC Name: 5-chloro-2,6-dimethylpyrimidin-4-amine SMILES: CC1=NC(C)=C(Cl)C(N)=N1

PubChem CID 593843
CAS 2858-20-0
Molecular Weight (g/mol) 157.60
MDL Number MFCD00191727
SMILES CC1=NC(C)=C(Cl)C(N)=N1
Synonym 4-amino-5-chloro-2,6-dimethylpyrimidine,timtec-bb sbb004000,4-amino-2-chloro-6,7-dimethylpyrimidine,5-chloro-2,6-dimethylpyrimidine-4-ylamine,acmc-209h3e,5-chloro-2,6-dimethyl-4-pyrimidinamine,2,4-dimethyl-5-chloro-6-aminopyrimidine,2,6-dimethyl-4-amino-5-chloropyrimidine,4-pyrimidinamine,5-chloro-2,6-dimethyl,5-chloro-2,6-dimethyl-4-pyrimidinylamine
IUPAC Name 5-chloro-2,6-dimethylpyrimidin-4-amine
InChI Key BKFCZKYCVQQMCX-UHFFFAOYSA-N
Molecular Formula C6H8ClN3
8

1,2-Epoxycyclohexane 98.0+%, TCI America™

CAS: 286-20-4 Molecular Formula: C6H10O Molecular Weight (g/mol): 98.145 MDL Number: MFCD00005162 InChI Key: ZWAJLVLEBYIOTI-UHFFFAOYSA-N Synonym: cyclohexene oxide,7-oxabicyclo 4.1.0 heptane,1,2-epoxycyclohexane,cyclohexene epoxide,cyclohexylene oxide,tetramethyleneoxirane,cyclohexene 1-oxide,epoxycyclohexane,cyclohexeneoxide,1,2-cyclohexene oxide PubChem CID: 9246 IUPAC Name: 7-oxabicyclo[4.1.0]heptane SMILES: C1CCC2C(C1)O2

PubChem CID 9246
CAS 286-20-4
Molecular Weight (g/mol) 98.145
MDL Number MFCD00005162
SMILES C1CCC2C(C1)O2
Synonym cyclohexene oxide,7-oxabicyclo 4.1.0 heptane,1,2-epoxycyclohexane,cyclohexene epoxide,cyclohexylene oxide,tetramethyleneoxirane,cyclohexene 1-oxide,epoxycyclohexane,cyclohexeneoxide,1,2-cyclohexene oxide
IUPAC Name 7-oxabicyclo[4.1.0]heptane
InChI Key ZWAJLVLEBYIOTI-UHFFFAOYSA-N
Molecular Formula C6H10O
9

(S,S)-2,6-Bis(4-phenyl-2-oxazolin-2-yl)pyridine 95.0+%, TCI America™

CAS: 174500-20-0 Molecular Formula: C23H19N3O2 Molecular Weight (g/mol): 369.424 MDL Number: MFCD01863586 InChI Key: HLHBIMJNCKZZQO-NHCUHLMSSA-N Synonym: 2,6-bis s-4-phenyl-4,5-dihydrooxazol-2-yl pyridine,2,6-bis 4s-phenyl-2-oxazolin-2-yl pyridine,s,s-ph-pybox,2,6-bis 4s-4-phenyl-2-oxazolinyl pyridine,--2,6-bis 4s-4-phenyl-2-oxazolin-2-yl pyridine,ph-pybox, s,s,unii-5r62cxu58k,s,s-2,6-bis 4-phenyl-2-oxazolin-2-yl pyridine,pyridine, 2,6-bis 4s-4,5-dihydro-4-phenyl-2-oxazolyl,2,6-bis 4s-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl pyridine PubChem CID: 7010100 IUPAC Name: (4S)-4-phenyl-2-[6-[(4S)-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl]pyridin-2-yl]-4,5-dihydro-1,3-oxazole SMILES: C1C(N=C(O1)C2=NC(=CC=C2)C3=NC(CO3)C4=CC=CC=C4)C5=CC=CC=C5

PubChem CID 7010100
CAS 174500-20-0
Molecular Weight (g/mol) 369.424
MDL Number MFCD01863586
SMILES C1C(N=C(O1)C2=NC(=CC=C2)C3=NC(CO3)C4=CC=CC=C4)C5=CC=CC=C5
Synonym 2,6-bis s-4-phenyl-4,5-dihydrooxazol-2-yl pyridine,2,6-bis 4s-phenyl-2-oxazolin-2-yl pyridine,s,s-ph-pybox,2,6-bis 4s-4-phenyl-2-oxazolinyl pyridine,--2,6-bis 4s-4-phenyl-2-oxazolin-2-yl pyridine,ph-pybox, s,s,unii-5r62cxu58k,s,s-2,6-bis 4-phenyl-2-oxazolin-2-yl pyridine,pyridine, 2,6-bis 4s-4,5-dihydro-4-phenyl-2-oxazolyl,2,6-bis 4s-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl pyridine
IUPAC Name (4S)-4-phenyl-2-[6-[(4S)-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl]pyridin-2-yl]-4,5-dihydro-1,3-oxazole
InChI Key HLHBIMJNCKZZQO-NHCUHLMSSA-N
Molecular Formula C23H19N3O2
10

Ethyl 5-Amino-4-cyano-3-(2-ethoxycarbonylmethyl)thiophene-2-carboxylate 98.0+%, TCI America™

CAS: 58168-20-0 Molecular Formula: C12H14N2O4S Molecular Weight (g/mol): 282.314 MDL Number: MFCD00832845 InChI Key: FLAGIUJSXKJCOB-UHFFFAOYSA-N Synonym: 5-Amino-4-cyano-3-(2-ethoxycarbonylmethyl)thiophene-2-carboxylic Acid Ethyl Ester PubChem CID: 2741370 IUPAC Name: ethyl 5-amino-4-cyano-3-(2-ethoxy-2-oxoethyl)thiophene-2-carboxylate SMILES: CCOC(=O)CC1=C(SC(=C1C#N)N)C(=O)OCC

PubChem CID 2741370
CAS 58168-20-0
Molecular Weight (g/mol) 282.314
MDL Number MFCD00832845
SMILES CCOC(=O)CC1=C(SC(=C1C#N)N)C(=O)OCC
Synonym 5-Amino-4-cyano-3-(2-ethoxycarbonylmethyl)thiophene-2-carboxylic Acid Ethyl Ester
IUPAC Name ethyl 5-amino-4-cyano-3-(2-ethoxy-2-oxoethyl)thiophene-2-carboxylate
InChI Key FLAGIUJSXKJCOB-UHFFFAOYSA-N
Molecular Formula C12H14N2O4S
11

7-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene 95.0+%, TCI America™

CAS: 84030-20-6 Molecular Formula: C8H15N3 Molecular Weight (g/mol): 153.229 MDL Number: MFCD00043004 InChI Key: OEBXWWBYZJNKRK-UHFFFAOYSA-N Synonym: 1,3,4,6,7,8-Hexahydro-1-methyl-2H-pyrimido[1,2-a]pyrimidine, MTBD PubChem CID: 123583 IUPAC Name: 1-methyl-2,3,4,6,7,8-hexahydropyrimido[1,2-a]pyrimidine SMILES: CN1CCCN2C1=NCCC2

PubChem CID 123583
CAS 84030-20-6
Molecular Weight (g/mol) 153.229
MDL Number MFCD00043004
SMILES CN1CCCN2C1=NCCC2
Synonym 1,3,4,6,7,8-Hexahydro-1-methyl-2H-pyrimido[1,2-a]pyrimidine, MTBD
IUPAC Name 1-methyl-2,3,4,6,7,8-hexahydropyrimido[1,2-a]pyrimidine
InChI Key OEBXWWBYZJNKRK-UHFFFAOYSA-N
Molecular Formula C8H15N3
12

5-Hydroxyindole-3-Acetic Acid Analytical Standard, MilliporeSigma™ Supelco™

Percent Purity ≥98% (HPLC)
CAS 54-16-0
MDL Number MFCD00005639
Synonym 5-HIAA
RTECS Number NL3650000
Recommended Storage -20°C
Grade Analytical Standard
Shelf Life Limited shelf life, expiry date on the label
Molecular Formula C10H9NO3
Formula Weight 191.18
Melting Point 161°C to 164°C (literature)
13

Yohimbine Hydrochloride 99.0+%, TCI America™

CAS: 65-19-0 Molecular Formula: C21H27ClN2O3 Molecular Weight (g/mol): 390.91 MDL Number: MFCD00012674 InChI Key: PIPZGJSEDRMUAW-VJDCAHTMSA-N Synonym: yohimbine hydrochloride,antagonil,yohimbe,yohimbine hcl,aphrodine hydrochloride,yohimbine monohydrochloride,unii-nb2e1yp49f,yohimbin hydrochloride usp,nb2e1yp49f PubChem CID: 6169 IUPAC Name: hydrogen methyl (1S,15R,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8-tetraene-19-carboxylate chloride SMILES: [H+].[Cl-].COC(=O)[C@H]1[C@@H](O)CC[C@H]2CN3CCC4=C(NC5=CC=CC=C45)[C@@H]3C[C@H]12

PubChem CID 6169
CAS 65-19-0
Molecular Weight (g/mol) 390.91
MDL Number MFCD00012674
SMILES [H+].[Cl-].COC(=O)[C@H]1[C@@H](O)CC[C@H]2CN3CCC4=C(NC5=CC=CC=C45)[C@@H]3C[C@H]12
Synonym yohimbine hydrochloride,antagonil,yohimbe,yohimbine hcl,aphrodine hydrochloride,yohimbine monohydrochloride,unii-nb2e1yp49f,yohimbin hydrochloride usp,nb2e1yp49f
IUPAC Name hydrogen methyl (1S,15R,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8-tetraene-19-carboxylate chloride
InChI Key PIPZGJSEDRMUAW-VJDCAHTMSA-N
Molecular Formula C21H27ClN2O3
14

9-Aminocamptothecin 95.0+%, TCI America™

CAS: 91421-43-1 Molecular Formula: C20H17N3O4 Molecular Weight (g/mol): 363.37 MDL Number: MFCD00909855 InChI Key: FUXVKZWTXQUGMW-FQEVSTJZSA-N PubChem CID: 72402 ChEBI: CHEBI:80755 IUPAC Name: (19S)-8-amino-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione SMILES: CC[C@@]1(O)C(=O)OCC2=C1C=C1N(CC3=C1N=C1C=CC=C(N)C1=C3)C2=O

PubChem CID 72402
CAS 91421-43-1
Molecular Weight (g/mol) 363.37
ChEBI CHEBI:80755
MDL Number MFCD00909855
SMILES CC[C@@]1(O)C(=O)OCC2=C1C=C1N(CC3=C1N=C1C=CC=C(N)C1=C3)C2=O
IUPAC Name (19S)-8-amino-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione
InChI Key FUXVKZWTXQUGMW-FQEVSTJZSA-N
Molecular Formula C20H17N3O4
15

Wortmannin, >99% purity, For TLC, HPLC analysis, 97.96%, MP Biomedicals™

CAS: 19545-26-7 Molecular Formula: C23H24O8 Molecular Weight (g/mol): 428.44 MDL Number: MFCD00133927 InChI Key: QDLHCMPXEPAAMD-QAIWCSMKSA-N Synonym: wortmannin,wartmannin,antibiotic sl-2052,unii-xva4o219qw,xva4o219qw,pi 3-kinase inhibitor,1alpha,11alpha-11-acetyloxy-1-methoxymethyl-2-oxaandrosta-5,8-dieno 6,5,4-bc furan-3,7,17-trione,1r,3r,5s,9r,18s-18-methoxymethyl-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo 10.6.1.0^ 2,10 .0^ 5,9 .0^ 15,19 nonadeca-2 10 ,12 19 ,14-trien-3-yl acetate,1s,6br,9as,11r,11br-9a,11b-dimethyl-1-methyloxy methyl-3,6,9-trioxo-1,6,6b,7,8,9,9a,10,11,11b-decahydro-3h-furo 4,3,2-de indeno 4,5-h isochromen-11-yl acetate,wortmanin PubChem CID: 312145 ChEBI: CHEBI:52289 IUPAC Name: (1R,3R,5S,9R,18S)-18-(methoxymethyl)-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-2(10),12(19),14-trien-3-yl acetate SMILES: COC[C@H]1OC(=O)C2=COC3=C2[C@@]1(C)C1=C([C@@H]2CCC(=O)[C@@]2(C)C[C@H]1OC(C)=O)C3=O

PubChem CID 312145
CAS 19545-26-7
Molecular Weight (g/mol) 428.44
ChEBI CHEBI:52289
MDL Number MFCD00133927
SMILES COC[C@H]1OC(=O)C2=COC3=C2[C@@]1(C)C1=C([C@@H]2CCC(=O)[C@@]2(C)C[C@H]1OC(C)=O)C3=O
Synonym wortmannin,wartmannin,antibiotic sl-2052,unii-xva4o219qw,xva4o219qw,pi 3-kinase inhibitor,1alpha,11alpha-11-acetyloxy-1-methoxymethyl-2-oxaandrosta-5,8-dieno 6,5,4-bc furan-3,7,17-trione,1r,3r,5s,9r,18s-18-methoxymethyl-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo 10.6.1.0^ 2,10 .0^ 5,9 .0^ 15,19 nonadeca-2 10 ,12 19 ,14-trien-3-yl acetate,1s,6br,9as,11r,11br-9a,11b-dimethyl-1-methyloxy methyl-3,6,9-trioxo-1,6,6b,7,8,9,9a,10,11,11b-decahydro-3h-furo 4,3,2-de indeno 4,5-h isochromen-11-yl acetate,wortmanin
IUPAC Name (1R,3R,5S,9R,18S)-18-(methoxymethyl)-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-2(10),12(19),14-trien-3-yl acetate
InChI Key QDLHCMPXEPAAMD-QAIWCSMKSA-N
Molecular Formula C23H24O8