Inosine,6-S-methyl-6-thio

Modify Date: 2025-08-26 16:45:03

Inosine,6-S-methyl-6-thio Structure
Inosine,6-S-methyl-6-thio structure
Common Name Inosine,6-S-methyl-6-thio
CAS Number 342-69-8 Molecular Weight 298.32
Density 1.85g/cm3 Boiling Point 636.3ºC at 760mmHg
Molecular Formula C11H14N4O4S Melting Point 166°C
MSDS Chinese USA Flash Point 338.6ºC

 Use of Inosine,6-S-methyl-6-thio


6-Methylmercaptopurine riboside is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].

 Names

Name 6-methylthioinosine
Synonym More Synonyms

 Inosine,6-S-methyl-6-thio Biological Activity

Description 6-Methylmercaptopurine riboside is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].
Related Catalog
References

[1]. Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88.  

 Chemical & Physical Properties

Density 1.85g/cm3
Boiling Point 636.3ºC at 760mmHg
Melting Point 166°C
Molecular Formula C11H14N4O4S
Molecular Weight 298.32
Flash Point 338.6ºC
Exact Mass 298.07400
PSA 138.82000
Index of Refraction 1.822
InChIKey ZDRFDHHANOYUTE-IOSLPCCCSA-N
SMILES CSc1ncnc2c1ncn2C1OC(CO)C(O)C1O
Storage condition −20°C
Stability Incompatible with strong oxidizing agents.

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UO8985000
CHEMICAL NAME :
9H-Purine, 6-(methylthio)-9-beta-D-ribofuranosyl-
CAS REGISTRY NUMBER :
342-69-8
BEILSTEIN REFERENCE NO. :
0042871
LAST UPDATED :
199612
DATA ITEMS CITED :
10
MOLECULAR FORMULA :
C11-H14-N4-O4-S
MOLECULAR WEIGHT :
298.35
WISWESSER LINE NOTATION :
T56 BN DN FN HNJ IS1 D- BT5OTJ CQ DQ E1Q

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
65 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
137 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD10 - Lethal Dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
20 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
44 mg/kg/7W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - tumors Endocrine - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
780 mg/kg/26W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - tumors Endocrine - adrenal cortex tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
65 mg/kg
SEX/DURATION :
female 11 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetal death

MUTATION DATA

TYPE OF TEST :
Mutation test systems - not otherwise specified
TEST SYSTEM :
Rodent - mouse Lymphocyte
DOSE/DURATION :
3 umol/L
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 43,1587,1983

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS UO8985000
HS Code 29349990

 Synthetic Route

 Articles27

More Articles
The role of inosine-5'-monophosphate dehydrogenase in thiopurine metabolism in patients with inflammatory bowel disease.

Ther. Drug Monit. 33 , 200-208, (2011)

There is a large interindividual variability in thiopurine metabolism. High concentrations of methylthioinosine-5'-monophosphate (meTIMP) and low concentrations of 6-thioguanine nucleotides (6-TGNs) h...

Methylthioadenosine deaminase in an alternative quorum sensing pathway in Pseudomonas aeruginosa.

Biochemistry 51(45) , 9094-103, (2012)

Pseudomonas aeruginosa possesses an unusual pathway for 5'-methylthioadenosine (MTA) metabolism involving deamination to 5'-methylthioinosine (MTI) followed by N-ribosyl phosphorolysis to hypoxanthine...

A prospective, open-label trial of 6-thioguanine in patients with ulcerative or indeterminate colitis.

Scand. J. Gastroenterol. 40(10) , 1205-13, (2005)

6-thioguanine (6-TG) has emerged as a promising therapeutic alternative in patients with Crohn's disease intolerant or resistant to azathioprine (AZA) and/or 6-mercaptopurine (6-MP). The aim of the pr...

 Inosine,6-S-methyl-6-thioBioassay

View more

Name: Concentration required to inhibit HSV type 1 strain HF induced cytopathogenic affects...
Source: ChEMBL
Target: Human alphaherpesvirus 1
External Id: CHEMBL694222
Name: Virus rating against rhinovirus type 1A
Source: ChEMBL
Target: Human rhinovirus 1A
External Id: CHEMBL800916
Name: Virus rating of against herpes simplex virus type 2
Source: ChEMBL
Target: Human alphaherpesvirus 2
External Id: CHEMBL696293
Name: Antiviral activity against Zika virus PE243 infected in African green monkey Vero cel...
Source: ChEMBL
Target: Zika virus
External Id: CHEMBL4337947
Name: In vitro antiviral activity in secondary cultures of rabbit kidney cells infected wit...
Source: ChEMBL
Target: Human alphaherpesvirus 1
External Id: CHEMBL877527
Name: Virus rating against parainfluenza virus type 3
Source: ChEMBL
Target: Human respirovirus 3
External Id: CHEMBL762072
Name: Inhibition Eimeria tenella growth
Source: ChEMBL
Target: Eimeria tenella
External Id: CHEMBL674773
Name: Antiviral activity against SARS-CoV Frankfurt1 in Vero E6 cells by plaque reduction a...
Source: ChEMBL
Target: Severe acute respiratory syndrome-related coronavirus
External Id: CHEMBL887577
Name: Inhibition of Cellular Replication of friend erythroleukemia cells
Source: ChEMBL
Target: Erythroleukemia cell line
External Id: CHEMBL681343
Name: Virus rating against adenovirus type 2
Source: ChEMBL
Target: Human adenovirus 2
External Id: CHEMBL641423
Total 28, Current Page 1 of 3
1
2
3

 Synonyms

EINECS 206-442-2
6-MethylmercaptopurineRiboside
MFCD00022826
6-Methylthioinosine
METHYLTHIOINOSINE
6-Methylmercaptopurinribosid
6-methylmp-riboside
6-MMPR
6-METHYLTHIOPURINE RIBOSIDE
6-Methylmercaptopurine riboside
The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.