ChemicalBook > CAS DataBase List > 6-Mercaptopurine

6-Mercaptopurine

Product Name
6-Mercaptopurine
CAS No.
50-44-2
Chemical Name
6-Mercaptopurine
Synonyms
6mp;THIOPURINE;mercaptopurin;purinethol;7H-PURINE-6-THIOL;Azathioprine EP Impurity B;3,7-dihydro-6H-purine-6-thione;mern;nsc755;u-4748
CBNumber
CB1425059
Molecular Formula
C5H4N4S
Formula Weight
152.18
MOL File
50-44-2.mol
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6-Mercaptopurine Property

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
solubility 
DMSO : 35.71 mg/mL (234.66 mM; Need ultrasonic)
pka
7.77, 11.17(at 25℃)
form 
solid
color 
Light yellow to yellow
Water Solubility 
124mg/L(25 ºC)
CAS DataBase Reference
50-44-2(CAS DataBase Reference)
IARC
3 (Vol. 26, Sup 7) 1987
EPA Substance Registry System
Mercaptopurine (50-44-2)
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Safety

RIDADR 
3249
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
2933599590
Hazardous Substances Data
50-44-2(Hazardous Substances Data)
Toxicity
LD50 oral in rat: 277mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Tocris
Product number
4103
Product name
6-Mercaptopurine
Purity
≥99%(HPLC)
Packaging
50
Price
$52
Updated
2021/12/16
Usbiological
Product number
254441
Product name
6-Mercaptopurine
Packaging
50mg
Price
$283
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
MTB0002185
Product name
1,9-DIHYDROPURINE-6-THIONE
Purity
95.00%
Packaging
5MG
Price
$501.73
Updated
2021/12/16
AK Scientific
Product number
H348
Product name
6-Mercaptopurine
Packaging
100g
Price
$774
Updated
2021/12/16
ApexBio Technology
Product number
A2355
Product name
Mercaptopurine(6-MP)
Packaging
10mM(in 1mL DMSO)
Price
$55
Updated
2021/12/16
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6-Mercaptopurine Chemical Properties,Usage,Production

Chemical Properties

Yellowish-Greenish Solid

Originator

Purinethol,Sandoz,France,1950

Uses

Has a cytotoxicity effect

Uses

6-Mercaptopurine (6-MP) is a antineoplastic, immonusupressant; inhibits purine nucleotide synthesis and metabolism. 6-MP have been used for several decades in the treatment of leukemia and certain other neoplastic diseases. 6-Mercaptopurine is used for maintenance therapy of acute lymphocytic and acute myelogenous leukemia.

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

Xanthine 4,5-Diamino-6-hydroxypyrimidine Sodium dithionite Ethanol Tetrabromobisphenol A 6-Hydroxypurine Phosphorus pentasulfide Sodium ethoxide 6-Aminothiouracil Government regulation Ethyl cyanoacetate

Preparation Products

Azathioprine
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6-Mercaptopurine Suppliers

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View Lastest Price from 6-Mercaptopurine manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
6-Mercaptopurine 50-44-2
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-13
Henan Fengda Chemical Co., Ltd
Product
6-Mercaptopurine 50-44-2
Price
US $122.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-01-11
Hebei Mojin Biotechnology Co., Ltd
Product
6-Mercaptopurine 50-44-2
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-30

50-44-2, 6-Mercaptopurine Related Search:

POTASSIUM THIOGLYCOLATE 6-Mercaptohexan-1-ol Sodium thioglycolate 3-Mercaptopropionic acid ISOOCTYL 3-MERCAPTOPROPIONATE Mercaptoacetic acid Calcium thioglycolate Purine 2-Ethylhexyl mercaptoacetate 6-THIOGUANOSINE 6-(Methylthio)purine 2-Mercaptoethanol 6-Thioguanine Malathion 6-MERCAPTOPURINE RIBOSIDE 2,6-Dithiopurine 2-AMINO-6-HYDROXY-8-MERCAPTOPURINE 97% 6-MERCAPTOPURINE extrapure,MERCAPTOPURINE,MONOHYDRATE,USP,6-Mercaptopurine monohydrate, 99.5+%

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  • LEUKERIN
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  • 7H-PURINE-6-THIOL
  • 7-mercapto-1,3,4,6-tetrazaindene
  • 6-MERCAPTOPURINE
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  • 6-Mercaptopurine,>99%
  • 1,9-Dihydropurine-6-thione
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  • MercaptopurineQ: What is Mercaptopurine Q: What is the CAS Number of Mercaptopurine Q: What is the storage condition of Mercaptopurine
  • Isoxaben Impurity 38
  • 9H-purine-6-thiol
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  • 50-44-2