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Macrolactams

Organic compounds that are macrocyclic amides that are the nitrogen analogs of lactones (cyclic carboxylic esters); macrocycles have closed rings of more than about twelve atoms.
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1 – 13 of 13 results
1

Rifabutin, 98%, Thermo Scientific Chemicals

CAS: 72559-06-9 Molecular Formula: C46H62N4O11 Molecular Weight (g/mol): 847.02 MDL Number: MFCD00866816 InChI Key: ATEBXHFBFRCZMA-VXTBVIBXSA-N Synonym: rifabutin,ansamycin,rifabutine,mycobutin,ansatipine,ansatipin,alfacid,rifabutina,rifabutinum,antibiotic lm 427 PubChem CID: 57448257 IUPAC Name: (7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17-trihydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-1'-(2-methylpropyl)-6,23,32-trioxo-8,33-dioxa-24,27,29-triazaspiro[pentacyclo[23.6.1.1⁴,⁷.0⁵,³¹.0²⁶,³⁰]tritriacontane-28,4'-piperidin]-1,3,5(31),9,19,21,25,29-octaen-13-yl acetate SMILES: CO[C@H]1\C=C\O[C@@]2(C)OC3=C(C)C(O)=C4C(=O)C(NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)=C1NC5(CCN(CC(C)C)CC5)N=C1C4=C3C2=O

PubChem CID 57448257
CAS 72559-06-9
Molecular Weight (g/mol) 847.02
MDL Number MFCD00866816
SMILES CO[C@H]1\C=C\O[C@@]2(C)OC3=C(C)C(O)=C4C(=O)C(NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)=C1NC5(CCN(CC(C)C)CC5)N=C1C4=C3C2=O
Synonym rifabutin,ansamycin,rifabutine,mycobutin,ansatipine,ansatipin,alfacid,rifabutina,rifabutinum,antibiotic lm 427
IUPAC Name (7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17-trihydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-1'-(2-methylpropyl)-6,23,32-trioxo-8,33-dioxa-24,27,29-triazaspiro[pentacyclo[23.6.1.1⁴,⁷.0⁵,³¹.0²⁶,³⁰]tritriacontane-28,4'-piperidin]-1,3,5(31),9,19,21,25,29-octaen-13-yl acetate
InChI Key ATEBXHFBFRCZMA-VXTBVIBXSA-N
Molecular Formula C46H62N4O11
2

Mertansine, TRC

CAS: 139504-50-0 Molecular Formula: C35H48ClN3O10S Molecular Weight (g/mol): 738.29 Synonym: N2'-Deacetyl-N2'-(3-mercapto-1-oxopropyl)-maytansine,DM 1,Maytansinoid DM 1,N2'-Deacetyl-N2'-(3-mercapto-1-oxopropyl)maytansine SMILES: O=C(C[C@H](OC([C@H](C)N(C)C(CCS)=O)=O)[C@@]([C@H]1[C@@H]2C)(O1)C)N(C)C3=CC(C/C(C)=C/C=C/[C@@H](OC)[C@]4(O)NC(O[C@H]2C4)=O)=CC(OC)=C3Cl

CAS 139504-50-0
Molecular Weight (g/mol) 738.29
SMILES O=C(C[C@H](OC([C@H](C)N(C)C(CCS)=O)=O)[C@@]([C@H]1[C@@H]2C)(O1)C)N(C)C3=CC(C/C(C)=C/C=C/[C@@H](OC)[C@]4(O)NC(O[C@H]2C4)=O)=CC(OC)=C3Cl
Synonym N2'-Deacetyl-N2'-(3-mercapto-1-oxopropyl)-maytansine,DM 1,Maytansinoid DM 1,N2'-Deacetyl-N2'-(3-mercapto-1-oxopropyl)maytansine
Molecular Formula C35H48ClN3O10S
3

Maytansine, TRC

CAS: 35846-53-8 Molecular Formula: C34H46ClN3O10 Molecular Weight (g/mol): 692.2 Synonym: MTS,Maitansine,Maysanine,Maytansin,N-Acetyl-N-methyl-L-alanine [1S-(1R*,2S*,3R*,5R*,6R*,16E,18E,20S*,21R*)]-11-Chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl Ester,NSC 153858 SMILES: [NH4+].[NH4+].[NH4+].NC1=NC(=O)N(C=C1)[C@H]2C(F)(F)C(O)[C@@H](COP([O-])(=O)OP([O-])(=O)[O-])O2

CAS 35846-53-8
Molecular Weight (g/mol) 692.2
SMILES [NH4+].[NH4+].[NH4+].NC1=NC(=O)N(C=C1)[C@H]2C(F)(F)C(O)[C@@H](COP([O-])(=O)OP([O-])(=O)[O-])O2
Synonym MTS,Maitansine,Maysanine,Maytansin,N-Acetyl-N-methyl-L-alanine [1S-(1R*,2S*,3R*,5R*,6R*,16E,18E,20S*,21R*)]-11-Chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl Ester,NSC 153858
Molecular Formula C34H46ClN3O10
4

1,8-Diaza-2,9-diketocyclotetradecane, TRC

CAS: 56403-09-9 Molecular Formula: C12H22N2O2 Molecular Weight (g/mol): 226.32 Synonym: 1,8-Diaza-2,9-dioxocyclotetradecane,1,8-Diazacyclopentadecane-2,9-dione,Hexahydro-2H-azepin-2-one Cyclic Dimer,6-Aminohexanoate Cyclic Dimer,Caprolactam Cyclic Dimer;,Caprolactam Dimer,Cyclic Dimer of ε-Caprolactam,6-Aminohexanoic Acid Bimol. Cyclic Lactam,ε-Aminocaproic Acid Cyclic Dimer,ε-Caprolactam Cyclic Dimer; SMILES: [H][C@@]1([C@@H](C(CC/C=C(C)\C)=C)CC2)[C@]2(C)[C@]3(C)CC[C@@]4([H])C(C)(C)[C@@H](O[C@]5([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@@]6([H])[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)CC[C@]4(C)[C@@]3([H])C[C@H]1O

CAS 56403-09-9
Molecular Weight (g/mol) 226.32
SMILES [H][C@@]1([C@@H](C(CC/C=C(C)\C)=C)CC2)[C@]2(C)[C@]3(C)CC[C@@]4([H])C(C)(C)[C@@H](O[C@]5([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@@]6([H])[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)CC[C@]4(C)[C@@]3([H])C[C@H]1O
Synonym 1,8-Diaza-2,9-dioxocyclotetradecane,1,8-Diazacyclopentadecane-2,9-dione,Hexahydro-2H-azepin-2-one Cyclic Dimer,6-Aminohexanoate Cyclic Dimer,Caprolactam Cyclic Dimer;,Caprolactam Dimer,Cyclic Dimer of ε-Caprolactam,6-Aminohexanoic Acid Bimol. Cyclic Lactam,ε-Aminocaproic Acid Cyclic Dimer,ε-Caprolactam Cyclic Dimer;
Molecular Formula C12H22N2O2
5

N-Demethyl Rifampicin, TRC

CAS: 13292-45-0 Molecular Formula: C42 H56 N4 O12 Molecular Weight (g/mol): 808.91 Synonym: N-Demethylrifampicin,Rifamycin, 3-[(1-piperazinylimino)methyl]-,2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-(N-1-piperazinylformimidoyl)-, 21-acetate (7CI,8CI),2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan, rifamycin deriv.,3-[(1-Piperazinylimino)methyl]rifamycin,3-Piperazinoiminomethyl rifamycin SV,4-N-Demethylrifampicin,AF/AP,Demethylrifampicin,N-Demethyl rifampicin,N-Desmethylrifampicin,N-Demethylrifampin,NSC 143416,Rifampicin AF/AP SMILES: CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)\C(=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(=O)C)[C@@H]1C)\C)c(\C=N\N5CCNCC5)c(O)c4c3C2=O

CAS 13292-45-0
Molecular Weight (g/mol) 808.91
SMILES CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)\C(=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(=O)C)[C@@H]1C)\C)c(\C=N\N5CCNCC5)c(O)c4c3C2=O
Synonym N-Demethylrifampicin,Rifamycin, 3-[(1-piperazinylimino)methyl]-,2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-(N-1-piperazinylformimidoyl)-, 21-acetate (7CI,8CI),2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan, rifamycin deriv.,3-[(1-Piperazinylimino)methyl]rifamycin,3-Piperazinoiminomethyl rifamycin SV,4-N-Demethylrifampicin,AF/AP,Demethylrifampicin,N-Demethyl rifampicin,N-Desmethylrifampicin,N-Demethylrifampin,NSC 143416,Rifampicin AF/AP
Molecular Formula C42 H56 N4 O12
6

Melford 17-AAG

17-AAG (17-Allylamino-17-demethoxygeldanamycin) is a synthetic derivative of geldanamycin. Like geldanamycin, 17-AAG is recognized for its role as an inhibitor of heat shock protein 90 (Hsp90), a molecular chaperone involved in protein folding and stabilization.

CAS 75747-14-7
Molecular Formula C31H43N3O8
7

3-(Isonicotinoylhydrazonomethyl) Rifamycin, TRC

CAS: 13292-53-0 Molecular Formula: C44 H52 N4 O13 Molecular Weight (g/mol): 844.9 Synonym: 3-Formylrifamycin Isonicotinylhydrazone SMILES: CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)\C(=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(=O)C)[C@@H]1C)\C)c(\C=N\NC(=O)c5ccncc5)c(O)c4c3C2=O

CAS 13292-53-0
Molecular Weight (g/mol) 844.9
SMILES CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)\C(=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(=O)C)[C@@H]1C)\C)c(\C=N\NC(=O)c5ccncc5)c(O)c4c3C2=O
Synonym 3-Formylrifamycin Isonicotinylhydrazone
Molecular Formula C44 H52 N4 O13
8

3-Formyl Rifamycin, TRC

CAS: 13292-22-3 Molecular Formula: C38 H47 N O13 Molecular Weight (g/mol): 725.78 Synonym: Rifampicinaldehyde,2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-8-carboxaldehyde, 1,2-dihydro-5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-, 21-acetate (7CI,8CI),2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan, rifamycin deriv.,3-Formylrifampicin SV,3-Formylrifamycin,3-Formylrifamycin SV,NCI 145-635,Rifaldehyde,Rifamycin AF SMILES: CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)\C(=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(=O)C)[C@@H]1C)\C)c(C=O)c(O)c4c3C2=O

CAS 13292-22-3
Molecular Weight (g/mol) 725.78
SMILES CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)\C(=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(=O)C)[C@@H]1C)\C)c(C=O)c(O)c4c3C2=O
Synonym Rifampicinaldehyde,2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-8-carboxaldehyde, 1,2-dihydro-5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-, 21-acetate (7CI,8CI),2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan, rifamycin deriv.,3-Formylrifampicin SV,3-Formylrifamycin,3-Formylrifamycin SV,NCI 145-635,Rifaldehyde,Rifamycin AF
Molecular Formula C38 H47 N O13
9

1.8-Diazacyclotetradecane-2,7-dione, TRC

CAS: 4266-66-4 Molecular Formula: C12H22N2O2 Molecular Weight (g/mol): 226.32 Synonym: NSC 138477 SMILES: O=C1CCCCC(=O)NCCCCCCN1

CAS 4266-66-4
Molecular Weight (g/mol) 226.32
SMILES O=C1CCCCC(=O)NCCCCCCN1
Synonym NSC 138477
Molecular Formula C12H22N2O2
10

Geldanamycin, TRC

CAS: 30562-34-6 Molecular Formula: C29 H40 N2 O9 Molecular Weight (g/mol): 560.64 IUPAC Name: [(3R,5S,6R,7S,8E,10S,11S,12Z,14E)-6-hydroxy-5,11,21-trimethoxy-3,7,9,15-tetramethyl-16,20,22-trioxo-17-azabicyclo[16.3.1]docosa-1(21),8,12,14,18-pentaen-10-yl] carbamate SMILES: CO[C@H]1C[C@H](C)CC2=C(OC)C(=O)C=C(NC(=O)\C(=C\C=C/[C@H](OC)[C@@H](OC(=O)N)\C(=C\[C@H](C)[C@H]1O)\C)\C)C2=O

CAS 30562-34-6
Molecular Weight (g/mol) 560.64
SMILES CO[C@H]1C[C@H](C)CC2=C(OC)C(=O)C=C(NC(=O)\C(=C\C=C/[C@H](OC)[C@@H](OC(=O)N)\C(=C\[C@H](C)[C@H]1O)\C)\C)C2=O
IUPAC Name [(3R,5S,6R,7S,8E,10S,11S,12Z,14E)-6-hydroxy-5,11,21-trimethoxy-3,7,9,15-tetramethyl-16,20,22-trioxo-17-azabicyclo[16.3.1]docosa-1(21),8,12,14,18-pentaen-10-yl] carbamate
Molecular Formula C29 H40 N2 O9
11

3-Aminorifamycin S (Technical Grade), TRC

CAS: 51756-80-0 Molecular Formula: C37H46N2O12 Molecular Weight (g/mol): 710.77 Synonym: 3-Amino-1,4-dideoxy-1,4-dihydro-1,4-dioxorifamycin; IUPAC Name: [(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-26-amino-2,15,17-trihydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23,27,29-tetraoxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(28),2,4,9,19,21,25-heptaen-13-yl] acetate SMILES: CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4C(=O)C(=C(N)C(=O)c4c3C2=O)NC(=O)\C(=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(=O)C)[C@@H]1C)\C

CAS 51756-80-0
Molecular Weight (g/mol) 710.77
SMILES CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4C(=O)C(=C(N)C(=O)c4c3C2=O)NC(=O)\C(=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(=O)C)[C@@H]1C)\C
Synonym 3-Amino-1,4-dideoxy-1,4-dihydro-1,4-dioxorifamycin;
IUPAC Name [(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-26-amino-2,15,17-trihydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23,27,29-tetraoxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(28),2,4,9,19,21,25-heptaen-13-yl] acetate
Molecular Formula C37H46N2O12
12

Desacetyl Rifampicin Quinone (>85%), TRC

CAS: 65110-92-1 Molecular Formula: C41H54N4O11 Molecular Weight (g/mol): 778.89 Synonym: 25-Deacetyl-1,4-didehydro-1,4-dideoxy-3-[[(4-methyl-1-piperazinyl)imino]methyl]-1,4-dioxo-Rifamycin,25-Desacetylrifampin Quinone; IUPAC Name: (7S,9E,11S,12S,13S,14R,15R,16R,17S,18S,19E,21E)-2,13,15,17-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-26-[(Z)-(4-methylpiperazin-1-yl)iminomethyl]-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(28),2,4,9,19,21,25-heptaene-6,23,27,29-tetrone SMILES: C[C@H]1/C=C/C=C(/C(=O)N=C2/C(=C\NN3CCN(CC3)C)/C(=O)C4=C5C(=C(C(=C4C2=O)O)C)O[C@@](C5=O)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]1O)C)O)C)O)C)OC)C)\C

CAS 65110-92-1
Molecular Weight (g/mol) 778.89
SMILES C[C@H]1/C=C/C=C(/C(=O)N=C2/C(=C\NN3CCN(CC3)C)/C(=O)C4=C5C(=C(C(=C4C2=O)O)C)O[C@@](C5=O)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]1O)C)O)C)O)C)OC)C)\C
Synonym 25-Deacetyl-1,4-didehydro-1,4-dideoxy-3-[[(4-methyl-1-piperazinyl)imino]methyl]-1,4-dioxo-Rifamycin,25-Desacetylrifampin Quinone;
IUPAC Name (7S,9E,11S,12S,13S,14R,15R,16R,17S,18S,19E,21E)-2,13,15,17-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-26-[(Z)-(4-methylpiperazin-1-yl)iminomethyl]-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(28),2,4,9,19,21,25-heptaene-6,23,27,29-tetrone
Molecular Formula C41H54N4O11
13

25-Desacetyl Rifampicin(>90%), TRC

CAS: 16783-99-6 Molecular Formula: C41H56N4O11 Molecular Weight (g/mol): 780.9 Synonym: 25-Desacetylrifampicin,Rifamycin, 25-O-deacetyl-3-[(E)-[(4-methyl-1-piperazinyl)imino]methyl]-,2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-[N-(4-methyl-1-piperazinyl)formimidoyl]- (8CI),2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan, rifamycin deriv.,25-O-Deacetyl-3-[(E)-[(4-methyl-1-piperazinyl)imino]methyl]rifamycin,25-Deacetylrifampicin,25-Desacetylrifampin,25-Desacetyl rifampicin,25-O-Deacetylrifampicin,25-O-Desacetylrifampin,Deacetylrifampicin,Deacetylrifampin,Desacetylrifampicin,Desacetylrifampin SMILES: CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)\C(=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](O)[C@@H]1C)\C)c(\C=N\N5CCN(C)CC5)c(O)c4c3C2=O

CAS 16783-99-6
Molecular Weight (g/mol) 780.9
SMILES CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)\C(=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](O)[C@@H]1C)\C)c(\C=N\N5CCN(C)CC5)c(O)c4c3C2=O
Synonym 25-Desacetylrifampicin,Rifamycin, 25-O-deacetyl-3-[(E)-[(4-methyl-1-piperazinyl)imino]methyl]-,2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-[N-(4-methyl-1-piperazinyl)formimidoyl]- (8CI),2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan, rifamycin deriv.,25-O-Deacetyl-3-[(E)-[(4-methyl-1-piperazinyl)imino]methyl]rifamycin,25-Deacetylrifampicin,25-Desacetylrifampin,25-Desacetyl rifampicin,25-O-Deacetylrifampicin,25-O-Desacetylrifampin,Deacetylrifampicin,Deacetylrifampin,Desacetylrifampicin,Desacetylrifampin
Molecular Formula C41H56N4O11