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1,4-Butandiol-dimethylsulfonat

Busulfan Struktur
55-98-1
CAS-Nr.
55-98-1
Bezeichnung:
1,4-Butandiol-dimethylsulfonat
Englisch Name:
Busulfan
Synonyma:
myleran;busulfex;busulphan;1,4-BUTANEDIOL DIMETHANESULFONATE;Butane-1,4-diyl dimethanesulfonate;gt41;x149;mablin;Mylera;an33501
CBNumber:
CB2105891
Summenformel:
C6H14O6S2
Molgewicht:
246.3
MOL-Datei:
55-98-1.mol

1,4-Butandiol-dimethylsulfonat Eigenschaften

Schmelzpunkt:
114-117 °C(lit.)
Siedepunkt:
359.3°C (rough estimate)
Dichte
1.305 (estimate)
Brechungsindex
1.5630 (estimate)
Flammpunkt:
9℃
storage temp. 
Inert atmosphere,Room Temperature
L?slichkeit
Very slightly soluble in water, freely soluble in acetone and in acetonitrile, very slightly soluble in ethanol (96 per cent).
Aggregatzustand
Crystalline Powder
Farbe
Pale Brown
Wasserl?slichkeit
Decomposes
Merck 
14,1505
BRN 
1791786
Stabilit?t:
Moisture Sensitive
CAS Datenbank
55-98-1(CAS DataBase Reference)
IARC
1 (Vol. 4, Sup 7, 100A) 2012
EPA chemische Informationen
Busulfan (55-98-1)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher T+,T,F
R-S?tze: 45-26/27/28-63-46-36/37/38-23/24/25-39/23/24/25-11
S-S?tze: 53-36/37/39-45-28A-36/37-16-7
RIDADR  UN 2811 6.1/PG 1
WGK Germany  3
RTECS-Nr. EK1750000
HazardClass  6.1(b)
PackingGroup  III
HS Code  29053990
Giftige Stoffe Daten 55-98-1(Hazardous Substances Data)
Toxizit?t LD50 i.v. in rats: 1.8 mg/kg (Scherf)
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H301 Giftig bei Verschlucken. Akute Toxizit?t 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. Keimzellmutagenit?t Kategorie 1B Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" />
H350 Kann Krebs verursachen. Karzinogenit?t 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.

1,4-Butandiol-dimethylsulfonat Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R45:Kann Krebs erzeugen.
R26/27/28:Sehr giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
R63:Kann das Kind im Mutterleib m?glicherweise sch?digen.
R46:Kann vererbbare Sch?den verursachen.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R23/24/25:Giftig beim Einatmen, Verschlucken und Berührung mit der Haut.

S-S?tze Betriebsanweisung:

S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn m?glich, dieses Etikett vorzeigen).

Beschreibung

Chemically, busulfan is classified as an alkyl sulfonate. One or both of the methylsulfonate ester moieties can be displaced by the nucleophilic N7 of guanine, leading to monoalkylated and cross-linked DNA. The extent of alkyl sulfonate–mediated DNA interstrand cross-linking has been shown to vary with the length of the alkyl chain between sulfonate esters, with the tetramethylene-containing busulfan showing less interstrand cross-linking capability than hexamethylene, methylene, or octamethylene analogues. Intrastrand cross-linking also occurs, preferentially at 5′-GA-3′ but also at 5′-GG-3′ sequences. Alkylation of Cys sulfhydryl groups is yet another mechanism of cytotoxicity.

Chemische Eigenschaften

White Crystalline Solid

Verwenden

Busulfan USP (Myleran) is used to treat Chronic granulocytic leukemia; other myeloproliferative disorders.

Indications

Busulfan (Myleran) is a bifunctional methanesulfonic ester that forms intrastrand cross-linkages with DNA. The drug is well absorbed after oral administration and has a plasma half-life of less than 5 minutes. Metabolites and degradation products are excreted primarily in the urine.
Busulfan is used in the palliative treatment of chronic granulocytic leukemia. Daily oral therapy results in decreased peripheral white blood cells and improved symptoms in almost all patients during the chronic phase of the disease. Excessive uric acid production from rapid tumor cell lysis should be prevented by coadministration of allopurinol.
At usual therapeutic dosages, busulfan is selectively toxic to granulocyte precursors rather than lymphocytes. Thrombocytopenia and anemia and less commonly, nausea, alopecia, mucositis, and sterility also may occur. Unusual side effects of busulfan include gynecomastia, a general increase in skin pigmentation, and interstitial pulmonary fibrosis.

Definition

ChEBI: A methanesulfonate ester that is butane-1,4-diol in which the hydrogens of the hydroxy groups are replaced by methanesulfonyl groups. An alkylating antineoplastic agent, it is used for the treatment of chronic myeloid leukemia (although it has been largely replaced by newer drugs). It is also used as an insect sterilant.

Allgemeine Beschreibung

As an alternative to utilizing aziridines as electrophilic species,it was found that simply utilizing a carbon chain terminated atboth ends by leaving groups gave compounds capable of actingas cross-linking agents.Busulfan utilizestwo sulfonate functionalities as leaving groups separated by afour-carbon chain that reacts with DNA to primarily form intrastrandcross-link at 5'-GA-3' sequences.The sulfonatesare also subject to displacement by the sulfhydryl functionsfound in cysteine and glutathione, and metabolic products areformed as a result of nucleophilic attack by these groups togenerate sulfonium species along with methane sulfonicacid.This is followed by conversion to tetrahydrothiophene,and further oxidation products are subsequently produced togive the sulfoxide and sulfone. The cyclic sulfone known assulfolane may be further oxidized to give 3-hydroxysulfolane.

Air & Water Reaktionen

Busulfan is an alkylating agent which hydrolyzes in water. .

Reaktivit?t anzeigen

Busulfan is an alkylating agent which hydrolyzes in water. . Strong reducers may yield hydrogen sulfide.

Hazard

Extremely toxic, carcinogen, clastogenic, teratogenic, immunosuppressive, delayed bone marrow aplasia, cataracts, pigmentation, pulmonary thrombosis, cardiotoxic effects, thrombocytopenia.

Brandgefahr

Flash point data for Busulfan are not available. Busulfan is probably combustible.

Clinical Use

Busulfan is used in the treatment of chronic myelogenous leukemia and can be administered either orally or by IV infusion.

Nebenwirkungen

Serious bone marrow hypoplasia and myelosuppression are possible with this agent, and recovery from busulfaninduced pancytopenia can take up to 2 years.

Sicherheitsprofil

Confirmed carcinogen producing leukemia, kidney, and uterine tumors. Experimental neoplastigenic and tumorigenic data. Poison by ingestion, subcutaneous, intraperitoneal, intravenous, and possibly other routes. Ingestion by pregnant women can cause cancer of the reproductive system of the fetus includtng the uterus. Human teratogenic effects by ingestion and possibly other routes include developmental abnormaltties of the eye, ear, craniofacial area including the nose and tongue, gastrointestinal system, endocrine system, urogenital system, and other unspecified areas. Other human reproductive effects by ingestion and possibly other routes include: impotence, changes in the uterus, cervix, and vagina, and menstrual-cycle dtsorders. Experimental reproductive effects. Human systemic effects by ingestion: general arteriolar or venous ddation of the eye, changes in structure or function of salivary glands. When heated to decomposition it emits toxic fumes of SOx. See also SULFONATES.

Carcinogenicity

1,4-Butanediol dimethanesulfonate is known to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in humans.

1,4-Butandiol-dimethylsulfonat Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


1,4-Butandiol-dimethylsulfonat Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 395)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Hebei Weibang Biotechnology Co., Ltd
+8615531157085
abby@weibangbio.com China 8810 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578
sales@hbmojin.com China 12835 58
career henan chemical co
+86-0371-86658258 +8613203830695
sales@coreychem.com China 29880 58
Hubei Jusheng Technology Co.,Ltd.
18871490254
linda@hubeijusheng.com CHINA 28172 58
Xiamen AmoyChem Co., Ltd
+86-86-5926051114 +8618959220845
sales@amoychem.com China 6383 58
Hubei xin bonus chemical co. LTD
86-13657291602
linda@hubeijusheng.com CHINA 22963 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873
sales@chemdad.com China 39894 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427
sales@conier.com China 49374 58
SHANGHAI T&W PHARMACEUTICAL CO., LTD.
+86-021-61551413 +8618813727289
contact@trustwe.com China 5738 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000
marketing@targetmol.com United States 32161 58

55-98-1(1,4-Butandiol-dimethylsulfonat)Verwandte Suche:


  • BUSULFAN
  • tetramethylene bis(methanesulfonate)
  • 1,4-dimethanesulfonoxybutane
  • 1,4-Bis(methyl sulfonoxy)butane
  • 1,4-Butanediol dimethyl sulfonate
  • (1,4-bis(methanesulfonyloxy)butane)
  • 1,4-bis(methanesulfonoxy)butane
  • 1,4-Bis(methane-sulponyloxy)butane
  • 2041c.b.
  • an33501
  • busulphane
  • c.b.2041
  • citosulfan
  • gt41
  • leucosulfan
  • mablin
  • methanesulfonicacid,tetramethyleneester
  • mielevcin
  • mielosan
  • mielucin
  • milecitan
  • mileran
  • misulban
  • mitostan
  • myeleukon
  • myeloleukon
  • myelosan
  • mylecytan
  • nci-c01592
  • nsc-750
  • nsc-750sulphabutin
  • sulphabutin
  • Tetramethylenedi(methane-sulphonate)
  • tetramethylenedimethanesulfonate
  • tetramethylenesterkyselinymethansulfonove
  • x149
  • 1,4-butanedioldimethanesulphonate
  • 1,4-dimesyloxybutane
  • 1,4-dimethanesulfonoxylbutane
  • 1,4-dimethanesulfonyloxybutane
  • 1,4-dimethanesulphonyloxybutane
  • 1,4-dimethylsulfonoxybutane
  • 1,4-dimethylsulfonyloxybutane
  • 1,4-Butanediol-dimethanesulfonate Esters
  • Mylera
  • 1,4-Butanedioldimethanesulfonate BP2000
  • 1,4-BUTANEDIOLDIMETHYLSULPHONATE
  • 1,4-DIMETHANESULPHONOXYBUTANE
  • Mitosan
  • Myeleran
  • Busulfan,98%
  • Busulfan / 1,4-Butanediol diMethanesulfonate
  • Busulfan/Myleran
  • 4-(Methanesulfonyloxy)butyl Methanesulfonate
  • Busulfan API
  • Busulfan(Myleran,Busulfex,Busulphan)
  • Busulfan (Myleran, Busulfex)
  • 1,4-Butanedioldimethanesulfonate BP2000:Busulphan
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