2067-58-5

Basic information

• Product Name: phenylenediamine mustard
• Synonyms: phenylenediamine mustard;N,N-Bis(2-chloroethyl)-p-phenylenediamine
• CAS NO: 2067-58-5
• Molecular Formula: C₁₀H₁₄Cl₂N₂
• Molecular Weight: 233.16
• Mol File: 2067-58-5.mol
• Article Data: 18

Chemical Properties

• Melting Point: 220 °C (decomp)
• Boiling Point: 373.25°C (rough estimate)
• Flash Point: 175°C
• Appearance: /
• Density: 1.2597 (rough estimate)
• Vapor Pressure: 1.53E-05mmHg at 25°C
• Refractive Index: 1.6400 (estimate)
• PKA: 5.87±0.50(Predicted)
• CAS DataBase Reference: phenylenediamine mustard(CAS DataBase Reference)
• NIST Chemistry Reference: phenylenediamine mustard(2067-58-5)
• EPA Substance Registry System: phenylenediamine mustard(2067-58-5)

Safety Data

• Hazardous Substances Data: 2067-58-5(Hazardous Substances Data)

Usage

Safety Profile

Poison by intraperitoneal route.An experimental teratogen. When heated todecomposition it emits very toxic fumes of Cl- and NOx.

InChI:InChI=1/C10H14Cl2N2/c11-5-7-14(8-6-12)10-3-1-9(13)2-4-10/h1-4H,5-8,13H2

Upstream product

• 100-00-5 4-chlorobenzonitrile 
• 120-07-0 2,2'-(phenylimino)bis[ethanol] 
• 122-80-5 N-acetyl-p-phenylenediamine 
• 3069-91-8 4--acetanilid 
• 100-01-6 4-nitro-aniline 
• 350-46-9 4-Fluoronitrobenzene 
• 23721-18-8 N,N-bis<2-<(methylsulfonyl)oxy>ethyl>-4-nitroaniline 
• 18226-17-0 N,N-bis(2-hydroxyethyl)-4-nitroaniline 
• 55743-71-0 bis(2-chloroethyl)(4-nitrophenyl)amine 
• 25843-64-5 1-Methyl-2--phenyliminomethyl>chinoliniumchlorid (IMET 3106) 
• 1215-16-3 N,N-bis(2-chloroethyl)-N'-acetyl-1,4-phenylenediamine 

Downstream Products

• 1448-92-6 N-(4--phenyl)-carbaminsaeure-ethylester 
• 119210-39-8 4,4'-Bis--bernsteinsaeure-dianilid 
• 17273-10-8 N-(4--phenyl)-N'-(ethoxycarbonyl-ethyl)-harnstoff 
• 17273-06-2 N-(4--phenyl)-N'-<4-N,N-diethylamino)-phenyl>-harnstoff 
• 47368-41-2 N-(4--phenyl)-N'-(2-diethylamino-ethyl)-harnstoff 
• 100721-81-1 N-<4-(N,N-bis-(2-chlor-aethyl)-amino)-phenyl>-bernsteinsaeureamid 
• 92299-39-3 N-(4--phenyl)-carbaminsaeure-isopropylester 
• 100117-03-1 N-<4-(N,N-bis-(2-chlor-aethyl)-amino)-phenyl>-oxalsaeureamid 
• 91802-30-1 N-(4--phenyl)-carbaminsaeure-methylester 
• 82484-59-1 4-bis-(β-chloroethyl)aminophenyl isocyanate 
• 47502-65-8 4-[3-(4-(bis(2-chloroethyl)amino)phenyl)ureido]benzoic acid 
• 84559-75-1 N-(D-valylleucyllysyl)-N',N'-bis(2-chloroethyl)-p-phenylenediamine bis(trifluoroacetate) 
• 180839-04-7 diprop-2-enyl N-<(4-<amino>phenyl)carbamoyloxy>methyl>phenoxy)carbonyl>-L-glutamate 
• 180839-02-5 di-tert-butyl N-<(4-<amino>phenyl)carbamoyloxy>methyl>phenoxy)carbonyl>-L-glutamate 

Relevant articles and documents

Hypoxia-activatable nano-prodrug for fluorescently tracking drug release in mice

Chemotherapy is one of the commonly used methods to treat various types of cancers in clinic by virtue of its high efficiency and universality. However, strong side effects and low concentration of conventional drugs at the tumor site have always been important factors that plague the chemotherapy effects of patients, further precluding their practical applications. Thereof, to solve the above dilemma, by integration of anticancer drug (nitrogen mustard, NM) into an NIR fluorophore (a dicyanoisophorone derivative), an intelligent prodrug NIR-NM was developed via molecular engineering strategy. Prodrug NIR-NM stimulated in hypoxia condition exhibits significantly higher toxicity to cancer cells than normal cells, essentially reducing the collateral damage to healthy cells and tissues of nitrogen mustard. More importantly, the nanoparticle prodrug FA-lip@NIR-NM showed the advantages of the high accumulation of drug at tumor site and long-circulation capacity in vivo, which endowed it the ability to track the release of the active chemotherapeutic drug and further treat solid tumors.[Figure not available: see fulltext.].

Hydrogen peroxide-responsive nitrogen mustard anti-tumor pro-drug and preparation method thereof

The invention discloses a hydrogen peroxide-responsive nitrogen mustard anti-tumor pro-drug and a preparation method thereof, and belongs to the field of pharmaceutical chemistry. The compound contains an alpha-ketoamide structure and a nitrogen mustard structure, can rapidly respond to H2O2, can be used as the nitrogen mustard anti-tumor pro-drug, has good response effect to H2O2, has high cell selectivity and small toxic and side effects, provides an effective, safe and highly selective anti-tumor drug, enriches the types of nitrogen mustard anti-tumor drugs, and has a good market prospect.

Pyrazolo [1, 5 - a] pyrimidine nitrogen mustard derivative and its preparation method and tumor therapeutic use

The invention relates to pyrazolo[1,5-alpha] pyrimidine nitrogen mustard derivatives or medical salts thereof, as well as application of the pyrazolo[1,5-alpha] pyrimidine nitrogen mustard derivatives or the medical salts thereof. The pyrazolo[1,5-alpha] pyrimidine nitrogen mustard derivatives and the medical salts thereof have the structure shown as the formula I. Pharmacological experiments show that the pyrazolo[1,5-alpha] pyrimidine nitrogen mustard derivatives and the medical salts thereof have inhibiting effects on the proliferation of various tumor cells. Moreover, the pyrazolo[1,5-alpha] pyrimidine nitrogen mustard derivatives are small in toxicity, have the advantages of selectivity on tumor cells, and are dual-functional anti-tumor drugs. Meanwhile, the pyrazolo[1,5-alpha] pyrimidine nitrogen mustard derivatives are easy to synthesize, and the overall yields are high. All the advantages show that the pyrazolo[1,5-alpha] pyrimidine nitrogen mustard derivatives have great potential of being anti-tumor drugs.