Browse
Submit Data
Databases
API
Help

Dataset Information

29 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(11aS)-8-Hydr-oxy-7-meth-oxy-2,3,5,10,11,11a-hexa-hydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-3,11-dione.

ABSTRACT: The title chiral compound, C(13)H(14)N(2)O(4), was prepared by an intra-cyclization reaction of methyl (S)-1-(4-hydr-oxy-5-meth-oxy-2-nitro-benz-yl)-5-oxopyrrolidine-2-carboxyl-ate in the presence of ethanol and iron. The five-membered substituted pyrrole ring adopts an approximate envelope conformation, while the seven-membered substituted diazepine ring displays a twist-boat conformation. Inter-molecular O-H?O and N-H?O hydrogen bonding helps to stabilize the crystal structure.

SUBMITTER: Zhao DM

PROVIDER: S-EPMC2915322 | biostudies-literature | 2007 Dec

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(11aS)-8-Hydr-oxy-7-meth-oxy-2,3,5,10,11,11a-hexa-hydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-3,11-dione.

Zhao Dong-Mei DM Ma Chao C Sha Yu Y Liu Jing-Hong JH Cheng Mao-Sheng MS

Acta crystallographica. Section E, Structure reports online 20071212 Pt 1

The title chiral compound, C(13)H(14)N(2)O(4), was prepared by an intra-cyclization reaction of methyl (S)-1-(4-hydr-oxy-5-meth-oxy-2-nitro-benz-yl)-5-oxopyrrolidine-2-carboxyl-ate in the presence of ethanol and iron. The five-membered substituted pyrrole ring adopts an approximate envelope conformation, while the seven-membered substituted diazepine ring displays a twist-boat conformation. Inter-molecular O-H⋯O and N-H⋯O hydrogen bonding helps to stabilize the crystal structure. ...[more]

PMID: 21200831

Similar Datasets

(11aS)-7-Bromo-2,3,5,10,11,11a-hexa-hydro-1H-pyrrolo-[2,1-c][1,4]benzodiazepine-3,11-dione.

Project description:The title compound, C(12)H(11)BrN(2)O(2), was prepared by an intra-cyclization reaction of (S)-1-(5-bromo-2-nitro-benz-yl)-5-oxopyrrolidine-2-carb-oxy-lic acid methyl ester in the presence of EtOH/Fe. The five-membered pyrrolidinone ring adopts an approximate envelope conformation, while the seven-membered diazepanone ring displays a twisted boat conformation. Inter-molecular classical N-H?O hydrogen bonds and weak C-H?O inter-actions help to stabilize the crystal structure.

| S-EPMC3254472 | biostudies-literature

2-Hydr-oxy-10-phenacyl-pyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione.

Project description:The title compound, C(20)H(18)N(2)O(4), consists of a benzodiazepinedione system fused to a pyrrole system. The seven-membered ring adopts a boat-shaped conformation (with the methine C atom as the prow); the five-membered ring adopts an enveloped-shaped conformation (with the hydr-oxy-bearing C atom as the flap). In the crystal, the hydr-oxy group is hydrogen bonded to the carbonyl O atom of an adjacent mol-ecule, generating a zigzag chain.

| S-EPMC2983756 | biostudies-literature

2-Hy-droxy-2,3,5,10,11,11a-hexa-hydro-1H-pyrrolo-[2,1-c][1,4]benzodiazepine-5,11-dione.

Project description:The seven-membered ring of the title compound, C(12)H(12)N(2)O(3), which is fused with the phenyl-ene ring, adopts a boat-shaped conformation (with the methine C atom as the prow and the phenyl-ene C atoms as the stern); the H atom on the methine linkage exists in an axial position. The five-membered ring that is fused with the seven-membered ring adopts an envelope conformation (with the C atom bearing the hy-droxy substituent representing the flap) [the deviation from the plane defined by the other four atoms is 0.200?(7)?Å in one mol-ecule and 0.627?(5)?Å in the other]. The two independent mol-ecules are disposed about a pseudo center of inversion and are connected by a pair of N-H?O hydrogen bonds. Adjacent dimers are linked by a pair of O-H?O hydrogen bonds, generating a chain running along the b axis.

| S-EPMC3212299 | biostudies-literature

7-Chloro-11a-phenyl-2,3,5,10,11,11a-hexa-hydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione.

Project description:The title compound, C(18)H(15)ClN(2)O(2), is a potential human immunodeficiency virus type-1 (HIV-1) non-nucleoside reverse transcriptase inhibitor. The pyrrolidine ring adopts an envelope and the diazepine ring a boat conformation. In the crystal structure, two isomers (R and S) form centrosymmetric dimers via N-H?O hydrogen bonds.

| S-EPMC2960833 | biostudies-other

2-Hydr-oxy-10-propargylpyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione monohydrate.

Project description:The title compound, C(15)H(14)N(2)O(3)·H(2)O, consists of a benzodiazepinedione system fused to a pyrrole system. The seven-membered ring adopts a boat-shaped conformation (with the methine C atom as the prow); the five-membered ring adopts an enveloped-shaped conformation (with the hydr-oxy-bearing C atom as the flap). In the crystal, adjacent mol-ecules are linked by O-H⋯O hydrogen bonds into sheets parallel to (102). In addition, C(acetyl-inic)-H⋯O hydrogen bonds occur.

| S-EPMC2983934 | biostudies-literature

3-Hydr-oxy-1,2,3,9-tetra-hydro-pyrrolo[2,1-b]quinazolin-4-ium chloride dihydrate: (+)-vasicinol hydro-chloride dihydrate from Peganum harmala L.

Project description:The title compound, C(11)H(13)N(2)O(+)·Cl(-)·2H(2)O, the dihydrate of (+)-vasicinol hydro-chloride, is a pyrrolidinoquinazoline alkaloid. It was isolated from the ethyl acetate fraction of the leaves of Peganum harmala L. The pyrrolidine ring has an envelope conformation with the C atom at position 2 acting as the flap and the C atom at position 3, carrying the hydroxyl substituent, has an S configuration. The absolute configuration was determined as a result of the anomalous scattering of the Cl atom. In the crystal structure, mol-ecules stack along the a axis, connected to one another via inter-molecular O-H?Cl and N-H?Cl hydrogen bonds, forming approximately triangular-shaped R(2) (1)(7) rings, and O-H?Cl and O-H?O hydrogen bonds, forming penta-gonal-shaped R(5) (4)(10) rings. The overall effect is a ribbon-like arrangement running parallel to the a axis.

| S-EPMC2968537 | biostudies-literature

Ethyl 2-hydr-oxy-5,11-dioxopyrrolo[2,1-c][1,4]benzodiazepine-10-acetate.

Project description:The title compound, C(16)H(18)N(2)O(5), consists of a benzodiazepinedione system fused to a pyrrole system. The seven-membered ring adopts a boat-shaped conformation (with the methine C atom as the prow); the five-membered ring adopts an enveloped-shaped conformation (with the hydr-oxy-bearing C atom as the flap). The hydr-oxy group is hydrogen bonded to the carbonyl O atom of an adjacent mol-ecule generating a zigzag chain in the crystal structure.

| S-EPMC2983942 | biostudies-literature

10-Allyl-2,3-dihydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H,11aH)-dione.

Project description:The compound, C(15)H(16)N(2)O(2), features a pyrroline ring fused with a seven-membered diazepine ring; the latter system adopts a boat conformation (with the methine C atom as the prow and the two C atoms of the aromatic ring as the stern). A CH(2)-CH(2) segment of the pyrroline ring is disordered over two positions in a 1:1 ratio.

| S-EPMC2970423 | biostudies-literature

6-Nitro-2,3-dihydro-1H-pyrrolo-[2,1-c][1,4]benzodiazepine-5,11(10H,11aH)-dione.

Project description:In the two mol-ecules of the asymmetric unit of the title compound, C(12)H(11)N(3)O(4), the seven-membered diazepine ring adopts a boat conformation (with the two phenyl-ene C atoms representing the stern and the methine C atom the prow). The five-membered pyrrole ring, which has an envelope conformation, makes dihedral angles of 60.47?(10) and 54.69?(9)° with the benzene ring of the benzodiazepine unit in the two mol-ecules. In the crystal, inter-molecular N-H?O hydrogen bonds and ?-? stacking inter-actions [centroid-centroid distance = 3.8023?(7)-3.8946?(7)?Å] lead to the formation of a three-dimensional framework.

| S-EPMC3213458 | biostudies-literature

Pyrrolo-[2,1-c][1,4]benzodiazepine-5,11-dithione.

Project description:The seven-membered fused-ring in the title compound, C(12)H(12)N(2)S(2), adopts a boat conformation (with the two phenyl-ene C atoms representing the stern and the methine C atom the prow). This methine C atom and the tertiary N atom also belong to a five-membered ring, which has an envelope conformation. In the crystal structure, mol-ecules are linked about a center of inversion by pairs of N-H⋯S hydrogen bonds.

| S-EPMC3006926 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data