4533-39-5

4533-39-5 structure

4533-39-5 structure

Name: Nitracrine
Chemical Name: Nitracrine
CAS Number: 4533-39-5
Molecular Formula: C₁₈H₂₀N₄O₂
Molecular Weight: 324.37700
Catalog: Research Areas Cancer
Create Date: 2017-07-13 22:43:32
Modify Date: 2024-01-10 13:39:37
Nitracrine is an antitumor drug that has been used clinically for several years.

Name	Nitracrine
Synonyms	1-nitro-9-(3-N,N-dimethylaminopropylamino)acridine 9-(3-dimethylaminopropylamino)-1-nitroacridine N,N-dimethyl-N'-(1-nitro-9-acridyl)propane-1,3-diamine 3-(dimethylamino)propyl-(1-nitroacridin-9-yl)amine N',N'-dimethyl-N-(1-nitroacridin-9-yl)propane-1,3-diamine

Description	Nitracrine is an antitumor drug that has been used clinically for several years.
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Cancer
In Vitro	It is demonstrated during the reduction of ledakrin that a key metabolite, a compound with anadditional five-membered ring attaching to positions 1 and 9 of the acridine core and with the retained 9-aminoalkyl side chain, is formed in all the systems that are studied. It is determined that the reactive nitrogen atoms of this additional ring undergo further transformations resulting in the formation of a six-membered ring produced by the addition of a carbon atom to the dihydropyrazoloacridine ring. Furthermore, it is observed that positions 2 and 4 of ledakrin’s acridine ring are susceptible to nucleophilic substitution as revealing by the studies with dithiothreitol. Additionally, although most products from the reduction of ledakrin are extremely unstable, 1-aminoacridinone, producing enzymatically and with dithiothreitol, exhibiting persistent stability under the studied conditions[1].
Cell Assay	Six-week-old male rats are injected with 3-methylcholanthrene (4 mg/animal) for 3 days before decapitation. Livers are removed, homogenized in a homogenizer, and centrifuged for 30 min at 10000g.The activation of ledakrin with the microsomal fraction of rat liver is carried out in 0.16 M Trizma base buffer (pH 7.4). The incubation mixture consists of 125 mM nicotinamide, 100 mM glucose 6-phosphate, 10 mM NADPH, glucose-6-phosphate dehydrogenase (40 units), rat liver microsomes (5 mg/mL), andledakrin (1 mmol)[1].
References	[1]. Gorlewska K, et al. Products of metabolic activation of the antitumor drug ledakrin (nitracrine) in vitro.

Density	1.269g/cm3
Boiling Point	522ºC at 760mmHg
Molecular Formula	C₁₈H₂₀N₄O₂
Molecular Weight	324.37700
Flash Point	269.5ºC
Exact Mass	324.15900
PSA	73.98000
LogP	4.25600
Index of Refraction	1.697
Storage condition	2-8℃

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AR9240000

CHEMICAL NAME :: Acridine, 9-(3-(dimethylamino)propylamino)-1-nitro-

CAS REGISTRY NUMBER :: 4533-39-5

LAST UPDATED :: 199604

DATA ITEMS CITED :: 13

MOLECULAR FORMULA :: C18-H20-N4-O2

MOLECULAR WEIGHT :: 324.42

WISWESSER LINE NOTATION :: T C666 BNJ GNW IM3N1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: DNA adduct

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 150 ug/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 204,655,1988

HS Code	2933990090

Precursor 0
DownStream 9
20063-73-4 30904-48-4 87061-34-5 87061-35-6
113850-09-2 113850-08-1 89347-19-3 89331-34-0
89331-35-1

HS Code	2933990090
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%