8-Methoxy-3,4-methylendioxy-10-nitrophenanthren-1-carbonsure

Aristolochic acid Struktur
313-67-7
CAS-Nr.
313-67-7
Bezeichnung:
8-Methoxy-3,4-methylendioxy-10-nitrophenanthren-1-carbonsure
Englisch Name:
Aristolochic acid
Synonyma:
ARISTOLOCHIC ACID I;ARISTOLOCHIC ACID A;tardolyt;Aristolochic acid Ⅰ;Isoaristolochic acid;3,4-methylenedioxy-8-methoxy-10-nitro-1-phenanthrenecarboxylicacid;TR 1736;NSC 11926;birthwort;nsc-50413
CBNumber:
CB8481548
Summenformel:
C17H11NO7
Molgewicht:
341.27
MOL-Datei:
313-67-7.mol

8-Methoxy-3,4-methylendioxy-10-nitrophenanthren-1-carbonsure Eigenschaften

Schmelzpunkt:
260 °C
Siedepunkt:
476.92°C (rough estimate)
Dichte
1.3162 (rough estimate)
Brechungsindex
1.4500 (estimate)
storage temp. 
2-8°C
Löslichkeit
DMSO: soluble
pka
2.99±0.20(Predicted)
Aggregatzustand
powder
Farbe
yellow
InChIKey
LIDQMWRBMLSXLL-UHFFFAOYSA-N
CAS Datenbank
313-67-7(CAS DataBase Reference)
IARC
1 (Vol. 82, 100A) 2012, 1 (Vol. 82, 100A) 2012
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher T
R-Sätze: 25-68-36/37/38-23/24/25-45
S-Sätze: 7-35-45-36/37/39-26-53
RIDADR  UN 1544 6.1/PG 3
WGK Germany  3
RTECS-Nr. CF3325000
HazardClass  6.1(b)
PackingGroup  III
HS Code  29329990
Toxizität LD50 in male, female mice, male, female rats (mg/kg): 38.4, 70.1, 82.5, 74.0 i.v.; 55.9, 106.1, 203.4, 183.9 orally (Mengs)
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H301 Giftig bei Verschlucken. Akute Toxizität oral Kategorie 3 Achtung GHS hazard pictogramssrc="/GHS06.jpg" width="20" height="20" /> P264, P270, P301+P310, P321, P330,P405, P501
H340 Kann genetische Defekte verursachen. Keimzellmutagenität Kategorie 1B Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" />
H350 Kann Krebs verursachen. Karzinogenität Kategorie 1A Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" />
Sicherheit
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P310 BEI VERSCHLUCKEN: Sofort GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P405 Unter Verschluss aufbewahren.

8-Methoxy-3,4-methylendioxy-10-nitrophenanthren-1-carbonsure Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R25:Giftig beim Verschlucken.

S-Sätze Betriebsanweisung:

S7:Behälter dicht geschlossen halten.
S35:Abfälle und Behälter müssen in gesicherter Weise beseitigt werden.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).

Beschreibung

Aristolochic acid first appeared in Chinese medicine in the fifth century AD, while it was used to treat kidney and urinary diseases, as well as gout, snakebites, and a variety of other ailments. In many of these cases, aristolochic acid was just one of the main components of the salves. In the first century, aristolochic acid was first described as a composition of ingested medicine to treat symptoms such as asthma, hiccups, pains, and spasms.

Chemische Eigenschaften

Shiny brown leaflets or a yellow or white powder.

Physikalische Eigenschaften

Appearance: brown sheet crystal or yellow powder. Solubility: practically insoluble in water and soluble in ethanol, chloroform, ethyl ether, acetone, glacial acetic acid, and aniline. Melting point: 260–265?°C (500–509?°F; 533–538?K).

History

At a clinic in Brussels, Belgium, a group of women who had all taken the same weight loss supplement, Aristolochia fangchi, which contained aristolochic acid, was first diagnosed with aristolochic acid poisoning. Balkan endemic nephropathy (BEN) was later found to be also the result of aristolochic acid (AA) consumption. Balkan endemic nephropathy is likely caused by low-level AA exposure, possibly from the contamination of wheat flour seeds by Aristolochia clematitis. BEN falls under the umbrella of what is now known as aristolochic acid nephropathy, the prevalent symptom of AA poisoning .

Verwenden

Aristolochic acids occur in Aristolochiaceae and in butterflies feeding on these plants. One of a group of fourteen known, substituted 1-phenanthrenecarboxylic acids

Definition

ChEBI: A monocarboxylic acid that is phenanthrene-1-carboxylic acid that is substituted by a methylenedioxy group at the 3,4 positions, by a methoxy group at position 8, and by a nitro group at position 10. It is the most abundant of the aristolochic acids and is found in almost all Aristolochia (birthworts or pipevines) species. It has been tried in a number of treatments for inflammatory disorders, mainly in Chinese and folk medicine. However, there is concern over their use as aristolochic acid is b th carcinogenic and nephrotoxic.

Indications

Due to the widely associated kidney problems and urothelial cancers, the FDA has issued warnings regarding consumption of AA-containing supplements.

Weltgesundheitsorganisation (WHO)

Extracts of aristolochiaceae have traditionally been used as a bitter for which a broad range of therapeutic effects has been claimed. Aristolochic acid is claimed to promote phagocytosis and to have immunostimulant activity. However, in 1981, a three-month toxicity study in rats revealed the carcinogenic potential of aristolochic acid and preparations containing this substance have since been withdrawn in several countries.

Allgemeine Beschreibung

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Pharmakologie

In 1992, some cases of women present with a rapidly progressive renal failure after having a slimming regimen including powdered extracts of Chinese herbal preparations. This outbreak of renal failure eventually resulted in about 100 cases in 1998, 70% of them being in end-stage renal disease (ESRD) . Recent research has confirmed that the main reason leading to renal injury is aristolochic acid found in many Chinese herbs . Aristolochic acid, a potent human carcinogen from Aristolochia plants, is associated with the incidence of urothelial carcinoma in the upper urinary tract (UUC). After the metabolic activation, aristolochic acid reacted with DNA to form aristolactam (AL)-DNA adducts. Mainly pathological changes are in renal cortex, where they serve as a specific biomarker, and are also found in urothelium, where they lead to a unique mutational signature in the TP53 tumorsuppressor gene. The conclusion is that exposure to aristolochic acid gives rise to the incidence of UUC, a finding with significant implications for the global public health .

Clinical Use

Aristolochia species are nephrotoxic and carcinogenic, and FDA has issued warnings regarding consumption of AA-containing supplements.

Sicherheitsprofil

Confirmed carcinogen. Poison by ingestion, intraperitoneal, and intravenous routes. Mutation data reported. When heated to decomposition it emits toxic fumes of NO,. Potentially Toxic Chemicals: April 1982." Vol. 5 No. 1: The Ministry of Health of the Federal Republic of Germany has withdrawn from the national market drugs containing aristolochic acid. The decision resulted from the demonstration of a carcinogenic potential in a three-month ingestion toxicity study undertaken in rats. Aristolochic acid is claimed to promote phagocytosis and to have immunostimulant activity. A growth-inhibiting effect on experimentally induced tumors has been described, but this effect has not been shown to have any clinical relevance. Extracts of species of Aristolochiacea have tradtionally been used as a bitter, and a broad range of therapeutic effects has been claimed.

mögliche Exposition

Aristolochic acids are alkaloids used primarily as a chemical intermediate for pharmaceuticals, lab chemicals, herbal extract, drug.

Versand/Shipping

UN1544 Alkaloids, solid, n.o.s. or Alkaloid salts, solid, n.o.s. poisonous, Hazard Class: 6.1; Labels: 6.1- Poisonous materials, Technical Name Required. PG III.

Inkompatibilitäten

Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water and a salt that may be harmful. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

Waste disposal

It is inappropriate and possibly dangerous to the environment to dispose of expired or waste drugs and pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator. All federal, state, and local environmental regulations must be observed.

8-Methoxy-3,4-methylendioxy-10-nitrophenanthren-1-carbonsure Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


8-Methoxy-3,4-methylendioxy-10-nitrophenanthren-1-carbonsure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 270)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Chengdu GLP biotechnology Co Ltd
028-87075086 13350802083
scglp@glp-china.com CHINA 1824 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21688 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714
fandachem@gmail.com China 9341 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258
sales@coreychem.com China 29914 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897
sales@biopurify.com China 3424 58
Nanjing Dolon Biotechnology Co.,Ltd.
18905173768
sales@dolonchem.com CHINA 2972 58
Hubei Jusheng Technology Co.,Ltd.
18871490254
linda@hubeijusheng.com CHINA 28180 58
Hubei xin bonus chemical co. LTD
86-13657291602
linda@hubeijusheng.com CHINA 22968 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873
sales@chemdad.com China 39916 58

313-67-7(8-Methoxy-3,4-methylendioxy-10-nitrophenanthren-1-carbonsure)Verwandte Suche:


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  • C17H11NO7
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