22162-51-2

Basic information

• Product Name: 1-(2-NITROBENZYL)PYRROLE-2-CARBOXALDEHYDE
• Synonyms: N-(2-NITROBENZYL)PYRROLE-2-CARBOXALDEHYDE;LABOTEST-BB LT00454688;1-(2-NITROBENZYL)-1H-PYRROLE-2-CARBALDEHYDE;1-(2-NITROBENZYL)PYRROLE-2-CARBOXALDEHYDE;2-Formyl-1-(2-nitrobenzyl)pyrrole;1-(2-Nitrophenylmethyl)-2-pyrrolecarboxaldehydye;1-(2-NITROBENZYL)PYRROLE-2-CARBOXALDEHYDE, 98+%;2-Nitrobenzyl)pyrrole-2-carboxaldehyde
• CAS NO: 22162-51-2
• Molecular Formula: C₁₂H₁₀N₂O₃
• Molecular Weight: 230.22
• EINECS: -0
• Mol File: 22162-51-2.mol
• Article Data: 14

Chemical Properties

• Melting Point: 137-139°C
• Boiling Point: 389.8°Cat760mmHg
• Flash Point: 189.5°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 2.78E-06mmHg at 25°C
• Refractive Index: 1.61
• Storage Temp.: 2-8°C
• PKA: -7.78±0.70(Predicted)
• Sensitive: Air Sensitive
• BRN: 1536363
• CAS DataBase Reference: 1-(2-NITROBENZYL)PYRROLE-2-CARBOXALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-NITROBENZYL)PYRROLE-2-CARBOXALDEHYDE(22162-51-2)
• EPA Substance Registry System: 1-(2-NITROBENZYL)PYRROLE-2-CARBOXALDEHYDE(22162-51-2)

Safety Data

• Safety Statements: 22-24/25
• Hazardous Substances Data: 22162-51-2(Hazardous Substances Data)

Usage

General Description

1-(2-Nitrobenzyl)pyrrole-2-carboxaldehyde is a chemical compound having the molecular formula C12H10N2O3. Characterized by its nitrobenzyl and pyrrole groups, it falls under the category of organonitrogen compounds. Its particular structure consists of a pyrrole ring, which is a five-membered aromatic ring with a nitrogen atom; a carboxaldehyde group, which often contributes to a compound's smell; and a nitro group attached to a benzyl substituent. It would likely be used in specific types of chemical synthesis or reactions, possibly as a precursor or reagent. The properties of this compound, such as its reactivity and toxicity, would need to be determined through scientific studies or data resources.

InChI:InChI=1/C12H10N2O3/c15-9-11-5-3-7-13(11)8-10-4-1-2-6-12(10)14(16)17/h1-7,9H,8H2

Upstream product

• 1003-29-8 2-pyrrole aldehyde 
• 612-23-7 2-nitrobenzyl chloride 
• 163915-96-6 (2-nitrophenyl)methyl methanesulfonate 
• 3958-60-9 2-nitrophenylmethyl bromide 

Downstream Products

• 22162-53-4 10,11-dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine 
• 168079-32-1 lixivaptan 
• 168078-69-1 10,11-dihydro-10-(4-amino-3-methylbenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine 
• 168079-17-2 (4-amino-3-methoxy-phenyl)[10,11-dihydro-5H-pyrrolo [2,1-c][1,4]benzodiazepin-10-yl]methanone 
• 168078-68-0 10,11-dihydro-10-(3-methyl-4-nitro-benzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine 
• 168079-16-1 10,11-Dihydro-10-(3-methoxy-4-nitrobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine 
• 168079-72-9 2-chloro-N-[4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]acetamide 
• 168079-66-1 α-chloro-N-[4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]benzeneacetamide 
• 168079-73-0 N-[4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-4-morpholineacetamide 

Relevant articles and documents

Preparation method 1 - (2 -nitrobenzyl) pyrrole -2 - formaldehyde

The invention discloses a preparation method of 1 - (2 -nitrobenzyl) pyrrole -2 - formaldehyde, which comprises the following steps: S1. 1 Nitrobenzene-based methanol, triethylamine and dichloromethane are added to the reaction kettle 2 - stirred at - 5 °

An Improved, Scalable and Impurity-Free Process for Lixivaptan

An optimized synthetic method in high efficiency has been developed for the synthesis of lixivaptan from 2-nitrobenzyl bromide and pyrrole-2-carboxaldehyde. The byproducts among this procedure and an unknown impurity in crude product were investigated. The byproducts were speculated by 1H NMR or MS. The unknown impurity was characterized by 1H NMR, 13C NMR, and HRMS, confirming the structures as N-[3-chloro-4-(5H-pyrrolo[2,1-c][1,4]benzodiazepine-10(11H)-ylcarbonyl)phenyl]-N-(5-fluoro-2-methylbenzoyl)-5-fluoro-2-methylbenzamide. Afterwards, the impurity was synthesized to make comparisons. The target product lixivaptan was obtained with 47.6% overall yield and 99.93% purity. This cost-effective and environmentally friendly process is suitable for scale-up production.

DRUG DERIVATIVES

The present invention relates to derivatives of known active pharmaceutical compounds. These derivatives are differentiated from the parent active compound by virtue of being redox derivatives of the active compound. This means that one or more of the functional groups in the active compound has been converted to another group in one or more reactions which may be considered to represent a change of oxidation state. We refer to these compounds generally as redox derivatives. The derivatives of the invention may be related to the original parent active pharmaceutical compound by only a single step transformation, or may be related via several synthetic steps including one or more changes of oxidation state. In certain cases, the functional group obtained after two or more transformations may be in the same oxidation state as the parent active compound (and we include these compounds in our definition of redox derivatives). In other cases, the oxidation state of the derivative of the invention may be regarded as being different from that of the parent compound. In many cases, the compounds of the invention have inherent therapeutic activity on their own account. In some cases, this activity relative to the same target or targets of the parent compound is as good as or better than the activity which the parent compound has against the target or targets.