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6-Mercaptopurine

6-Mercaptopurine structure

CAS No:
50-44-2
Formula:
C5H4N4S
Chemical Name:
6-Mercaptopurine
Synonyms:
6H-Purine-6-thione,1,9-dihydro-;Purine-6-thiol;6H-Purine-6-thione,1,7-dihydro-;Purine-6(1H)-thione;1,9-Dihydro-6H-purine-6-thione;6-MP;NSC 755;Leukerin;6-Mercaptopurine;7-Mercapto-1,3,4,6-tetrazaindene;Purinethol;Hypoxanthine,thio-;Mercaptopurine;Purinethiol;6-Mercaptopurin;3H-Purine-6-thiol;1H-Purine,6-mercapto-;Mercaleukin;6-Thiopurine;6-Thioxopurine;Ismipur;Leupurin;Mercapurin;Mern;6-Thiohypoxanthine;9H-Purine-6(1H)-thione;Purine-6-thione;1,7-Dihydro-6H-purine-6-thione;Purimethol;Thiohypoxanthine;Mercaleukim;U 4748;NSC 55477;NSC 68293;Purixan;1,9-Dihydro-purine-6-thione;3,7-Dihydropurine-6-thione;5759-99-9;5818-60-0;5818-33-7;39454-94-9;111079-50-6
Categories:
Active Pharmaceutical Ingredients > Antineoplastic Agents

Description

6-Mercaptopurine is a purine analogue which acts as an antagonist of the endogenous purines and has been widely used as antileukemic agent and immunosuppressive drug.

6-Mercaptopurine Basic Attributes

Molecular Weight：

152.18

Exact Mass：

152.18

EC Number：

200-037-4

HScode：

2933990090

Characteristics

PSA：

85.2

XLogP3：

Appearance：

Solid

Density：

1.6±0.1 g/cm3

Melting Point：

>308 °C (decomp)

Boiling Point：

471.018°C at 760 mmHg

Flash Point：

250.5±23.2 °C

Refractive Index：

1.820

Water Solubility：

124mg/L(25 ºC)

Storage Conditions：

Store at RT

Vapor Pressure：

1.27X10-8 mm Hg at 25 deg C (est)

Toxicity：

LD50 oral in rat: 277mg/kg

Odor：

Nearly odorless

Safety Information

Packing level：

III

Hazard category：

6.1(b)

Transport codes：

3249

RTECS Number：

UO9800000

Stability/Shelf Life：

Stable under recommended storage conditions. /6-Mercaptopurine monohydrate/

Precautionary statement(s)：

Missing Phrase - N15.00950417

Hazard Statements：

H301

6-Mercaptopurine Use and Manufacturing

Has a cytotoxicity effect

Computed Properties

Molecular Weight:152.18
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:152.01566732
Monoisotopic Mass:152.01566732
Topological Polar Surface Area:85.2
Heavy Atom Count:10
Complexity:190
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Ethyl cyanoacetate

Ethanol

Drug Function and Efficacy

It is a cell cycle specific drug that inhibits the purine synthesis pathway. It inhibits amidotransferase through negative feedback, interferes with the initial stage of purine nucleotide synthesis, inhibits the mutual conversion between complex purines, reduces deoxyadenosine triphosphate (dATP) and deoxyguanosine triphosphate (dGTP), thereby preventing tumor cell proliferation. It is more sensitive to cells in the S proliferation cycle. In addition to inhibiting the synthesis of cell DNA, it also has a mild inhibitory effect on the synthesis of cell RNA.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Mercaptopurine Tablets
Ingredients	The main ingredient of this product is: mercaptopurine.
Indication	1. When taken simultaneously with allopurine, the latter inhibits the metabolism of mercaptopurine, significantly increasing the efficacy and toxicity of mercaptopurine; 2. When this product is taken simultaneously with drugs that are toxic to hepatocellular cells, there is a risk of increased toxicity to hepatocellular cells; 3. When this product is used in combination with other anti-tumor drugs or radiotherapy that suppress the bone marrow, the effect of mercaptopurine will be enhanced, so it is necessary to consider adjusting the dosage and course of treatment of this product.
Specifications	50mg
Manufacturer	Shanghai Sine Pharmaceutical Laboratories Co., Ltd.

Mercaptopurine Tablets
Ingredients	Main ingredient: Mercaptopurine. Molecular formula: C5H4N4SH2O Molecular weight: 170.19
Indication	1. When taken simultaneously with allopurine, the latter inhibits the metabolism of mercaptopurine, significantly increasing the efficacy and toxicity of mercaptopurine; 2. When this product is taken simultaneously with drugs that are toxic to hepatocellular cells, there is a risk of increased toxicity to hepatocellular cells; 3. When this product is used in combination with other anti-tumor drugs or radiotherapy that suppress the bone marrow, the effect of mercaptopurine will be enhanced, so it is necessary to consider adjusting the dosage and course of treatment of this product.
Specifications	50 mg

Mercaptopurine Tablets
Ingredients	The main ingredient of this product is: mercaptopurine.
Indication	1. When taken simultaneously with allopurine, the latter inhibits the metabolism of mercaptopurine, significantly increasing the efficacy and toxicity of mercaptopurine; 2. When this product is taken simultaneously with drugs that are toxic to hepatocellular cells, there is a risk of increased toxicity to hepatocellular cells; 3. When this product is used in combination with other anti-tumor drugs or radiotherapy that suppress the bone marrow, the effect of mercaptopurine will be enhanced, so it is necessary to consider adjusting the dosage and course of treatment of this product.
Specifications	50mg
Manufacturer	Shanghai Sine Pharmaceutical Laboratories Co., Ltd.

See More Related Drugs

Registered Holders

Fermion Oy

Finland
Active
AARTI PHARMALABS LIMITED

India
Active
Zhejiang Cheng Yi Pharmaceutical Co., Ltd.

China
Active

See More Registered Holders

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