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6-Mercaptopurine

6-Mercaptopurine
6-Mercaptopurine structure
CAS No.
50-44-2
Chemical Name:
6-Mercaptopurine
Synonyms
6mp;mern;nsc755;u-4748;ismipur;LEUKERIN;leupurin;mercaptop;purimethol;THIOPURINE
CBNumber:
CB1425059
Molecular Formula:
C5H4N4S
Formula Weight:
152.18
MOL File:
50-44-2.mol

6-Mercaptopurine Properties

Melting point:
241-244°C
Boiling point:
498.6±37.0 °C(Predicted)
Density 
1.463 (estimate)
refractive index 
1.5605 (estimate)
storage temp. 
Inert atmosphere,2-8°C
form 
solid
pka
7.77, 11.17(at 25℃)
Water Solubility 
124mg/L(25 ºC)
CAS DataBase Reference
50-44-2(CAS DataBase Reference)
EWG's Food Scores
1
NCI Dictionary of Cancer Terms
Purinethol
NCI Drug Dictionary
Purinethol
IARC
3 (Vol. 26, Sup 7) 1987
EPA Substance Registry System
Mercaptopurine (50-44-2)
SAFETY
  • Risk and Safety Statements
RIDADR  3249
HazardClass  6.1(b)
PackingGroup  III
Toxicity LD50 oral in rat: 277mg/kg

6-Mercaptopurine Chemical Properties,Uses,Production

Chemical Properties

Yellowish-Greenish Solid

Originator

Purinethol,Sandoz,France,1950

Uses

antineoplastic, immonusupressant;inhibits purine nucleotide synthesis and metabolism

Uses

Has a cytotoxicity effect

Definition

A sulfurcontaining purine base not found in animal nucleoproteins.

Manufacturing Process

7.5 g of 4-amino-6-chloro-5-nitropyrimidine was suspended in 200 ml of 1 N potassium hydrosulfide and heated on the steam bath for 2 hours while passing hydrogen sulfide through the reaction mixture. The reaction mixture was allowed to cool slowly, acidified with 10 N sulfuric acid and chilled. The precipitate consisted of 4,5-diamino-6-mercaptopyrimidine and sulfur. It was boiled with 300 ml of water, filtered hot and then chilled. The product precipitated as pale yellow needles (4.2 g); an additional 0.95 g was obtained by concentration of the mother liquors to 100 ml.
A mixture of 2 g of 4,5-diamino-6-mercaptopyrimidine and 10 ml of 98% formic acid was heated at 70°C for two hours and then evaporated to dryness on the steam bath to give as a residue, 7-amino-thiazolo (5,4-d) pyrimidine.
To 820 mg of 7-amino-thiazolo[5,4-d]pyrimidine was added 2.5 cc of 2 N sodium hydroxide. The water was removed under reduced pressure. The sodium salt was then heated at 240°C for one hour, during which time it melted, gave off water and resolidified. The sodium salt of 6-mercaptopurine was dissolved in 15 ml of water and acidified to pH 5 with acetic acid. Yellow crystals of 6-mercaptopurine hydrate precipitated, according to US Patent 2,933,498.

brand name

Purinethol (Teva).

Therapeutic Function

Cancer chemotherapy

Hazard

Questionable carcinogen.

Safety Profile

Poison by ingestion, intraperitoneal, subcutaneous, parenteral, and intravenous routes. Human systemic effects by ingestion: dermatitis. Experimental teratogenic and reproductive effects. Questionable human carcinogen producing Hodgkin's disease and leukemia. Human mutation data reported. When heated to decomposition it emits very toxic fumes of SOx and NOx. See also MERCAPTANS.

Veterinary Drugs and Treatments

Veterinary uses of mercaptopurine include adjunctive therapy of lymphosarcoma, acute leukemias, and severe rheumatoid arthritis. It may have potential benefit in treating other autoimmune conditions (e.g., unresponsive ulcerative colitis) as well.

6-Mercaptopurine Preparation Products And Raw materials

Raw materials

Preparation Products


6-Mercaptopurine Suppliers

Global( 269)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
+86(0)13336195806 +86-571-85586718
+86-571-85864795 sales@capotchem.com China 20012 60
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 20907 58
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497
010-60279497 sales01@cooperate-pharm.com CHINA 1817 55
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Shanghai Time Chemicals CO., Ltd.
+8618017249410 +86-021-57951555
+86-021-57951555 jack.li@time-chemicals.com CHINA 1365 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29954 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
+86 0531-67809011 sales@sdzschem.com CHINA 2941 58
Accela ChemBio Inc.
(+1)-858-699-3322
(+1)-858-876-1948 info@accelachem.com United States 19969 58
Hebei Guanlang Biotechnology Co., Ltd.
+8619930503282
sales3@crovellbio.com China 5930 58
Hubei xin bonus chemical co. LTD
86-13657291602
027-59338440 linda@hubeijusheng.com CHINA 23035 58

View Lastest Price from 6-Mercaptopurine manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-10-20 6-Mercaptopurine
50-44-2
US $100.00 / KG 1KG 99% 9000kg/per week Hebei Lingding Biological Technology Co., Ltd
2021-07-02 6-Mercaptopurine USP/EP/BP
50-44-2
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited
2021-06-09 6-Mercaptopurine
50-44-2
US $1.00 / PCS 1KG 99% 10 mt Hebei Guanlang Biotechnology Co., Ltd.

6-Mercaptopurine Spectrum


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