MTIC

Names

[ Name ]:
MTIC

[Synonym ]:
5-Monomethyltriazenoimidazole-4-carboxamide
5-(3-Monomethyl-1-triazeno)imidazole-4-carboxamide
(5E)-5-(methylaminohydrazinylidene)imidazole-4-carboxamide
5-(3-Methyl-1-triazeno)imidazole-4-carboxamide
1H-Imidazole-4-carboxamide,5-(3-methyl-1-triazenyl)
5-(3-methyltriazen-1-yl)imidazole-4-carboxamide
Imidazole-4-carboxamide,5-(3-methyl-1-triazeno)

Biological Activity

[Description]:

MTIC is the active metabolite of Temozolomide (TMZ). MITC has lower bioavailability in the brain compared with TMZ, because the drug’s permeability through biological barriers and tumor cell membranes affects bioavailability. MITC exhibits low affinity to biological membrane[1].

[Related Catalog]:

Research Areas >> Cancer

Research Areas >> Neurological Disease

[References]

[1]. Ramalho MJ, et al. Biophysical interaction of temozolomide and its active metabolite with biomembrane models: The relevance of drug-membrane interaction for Glioblastoma Multiforme therapy. Eur J Pharm Biopharm. 2019;136:156-163.

Chemical & Physical Properties

[ Density]:
1.66g/cm3

[ Boiling Point ]:
306.7ºC at 760mmHg

[ Molecular Formula ]:
C₅H₈N₆O

[ Molecular Weight ]:
168.15700

[ Flash Point ]:
139.3ºC

[ Exact Mass ]:
168.07600

[ PSA ]:
108.52000

[ LogP ]:
0.81790

[ Index of Refraction ]:
1.741

[ Storage condition ]:
-20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NI4000000

CHEMICAL NAME :: Imidazole-4-carboxamide, 5-(3-methyl-1-triazeno)-

CAS REGISTRY NUMBER :: 3413-72-7

LAST UPDATED :: 199712

DATA ITEMS CITED :: 14

MOLECULAR FORMULA :: C5-H8-N6-O

MOLECULAR WEIGHT :: 168.19

WISWESSER LINE NOTATION :: T5M CNJ DVZ ENUNM1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 775 mg/kg

TOXIC EFFECTS :: Tumorigenic - active as anti-cancer agent

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 4450 mg/kg/14W-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Skin and Appendages - tumors Reproductive - Tumorigenic effects - uterine tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 10 mg/kg

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Skin and Appendages - tumors Reproductive - Tumorigenic effects - uterine tumors

MUTATION DATA

TYPE OF TEST :: DNA inhibition

TEST SYSTEM :: Rodent - rat Cells - not otherwise specified

DOSE/DURATION :: 1 mmol/L

REFERENCE :: CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 36,2827,1976

Safety Information

[ HS Code ]:
2934999090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%