214143-92-7

Basic information

• Product Name: L-Proline, 4-hydroxy-1-(2-nitrobenzoyl)-, methyl ester, (4R)-
• CAS NO: 214143-92-7
• Molecular Formula: C13H14N2O6
• Molecular Weight: 294.264
• Mol File: 214143-92-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: L-Proline, 4-hydroxy-1-(2-nitrobenzoyl)-, methyl ester, (4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: L-Proline, 4-hydroxy-1-(2-nitrobenzoyl)-, methyl ester, (4R)-(214143-92-7)
• EPA Substance Registry System: L-Proline, 4-hydroxy-1-(2-nitrobenzoyl)-, methyl ester, (4R)-(214143-92-7)

Safety Data

• Hazardous Substances Data: 214143-92-7(Hazardous Substances Data)

Upstream product

• 610-14-0 2-nitrobenzyl chloride 
• 552-16-9 ortho-nitrobenzoic acid 
• 67-56-1 methanol 
• 315188-74-0 (2S)-N-(2-nitrobenzoyl)-(4R)-hydroxypyrrolidine-2-carboxylic acid 

Downstream Products

• 1037070-31-7 C₁₄H₁₆N₂O₈S 
• 315188-75-1 (2S,4R)-4-Hydroxy-1-(2-nitro-benzoyl)-pyrrolidine-2-carbaldehyde 
• 50424-51-6 (2R,11aS)-2-hydroxy-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione 
• 474524-51-1 C₄₄H₅₇N₁₁O₈S₂ 
• 474524-50-0 C₃₈H₅₁N₉O₇S₂ 
• 474524-49-7 4-(3-{2-[5-(bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-3-ylidene]-acetylamino}-propionylamino)-1-methyl-1H-pyrrole-2-carboxylic acid (3-dimethylamino-propyl)-amide 
• 474524-47-5 methyl (E)-3-[2-[(5S)-5-[bis(ethylthio)methyl]-1-(2-nitrobenzoyl)-tetrahydro-1H-3-pyrrolyliden]-acetamido]propionate 
• 474524-48-6 (E)-3-[2-[(5S)-5-[bis(ethylthio)methyl]-1-(2-nitrobenzoyl)-tetrahydro-1H-3-pyrrolyliden]-acetamido]propionic acid 
• 241489-15-6 [(2S,4R)-2-(Bis-ethylsulfanyl-methyl)-4-hydroxy-pyrrolidin-1-yl]-(2-nitro-phenyl)-methanone 
• 241489-18-9 [(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetic acid 
• 241489-17-8 [(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetic acid methyl ester 
• 241489-16-7 (S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-3-one 

Relevant articles and documents

Synthesis of a novel C2-aryl pyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione library: Effect of C2-aryl substitution on cytotoxicity and non-covalent DNA binding

A 23-member C2-aryl pyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione (PBD dilactam) library has been synthesized using Suzuki coupling, and the effect of base upon racemisation at the C11a-position during the cross-coupling reaction studied. Three library members (21, 30 and 33) were sufficiently cytotoxic in the NCI's preliminary screen to warrant further evaluation, and one (30, R = p-Br) was found to be cytotoxic at the sub-micromolar level in the A498 renal cancer cell line. DNA thermal denaturation studies suggested that this activity may be associated with non-covalent DNA interaction, and also demonstrated that introductin of C2-C3 unsaturation and addition of C2-aryl functionalities to the PBD dilactam skeleton significantly enhanced helix stabilisation compared to the unsubstituted PBD dilactam (6).

Biphenyl derivatives and drug composition

A biphenyl derivative represented by the following general formula (1) and a pharmaceutically acceptable salt thereof: [In the formula (1), A represents a single bond, —CH2—, —CO—, —CS— or —SO2—; B represents a single bond or —CH2—; R1represents a hydrogen atom, —OH, —NR11R12(wherein R11and R12each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms), —OCOCH3, or a halogen atom; R2represents a hydrogen atom or R1and R2form a group ═O together; R3represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; provided that in the formula, the absolute configuration of the position a may be either R or S]. The compound of the present invention has considerably high safety and efficacy and is useful as, in particular, a vasopressin receptor antagonist.