3-Amino-7-(methylamino)phenothiazin-5-ium chloride

Names

[ CAS No. ]:
531-57-7

[ Name ]:
3-Amino-7-(methylamino)phenothiazin-5-ium chloride

[Synonym ]:
(7-aminophenothiazin-3-ylidene)-methylazanium,chloride
MFCD00067677
N-Methylthionine
EINECS 208-512-8

Biological Activity

[Description]:

Azure C is the product of sequential enzymatic oxidation of Methylene blue (MB) or Azure B (AB). Azure C serves as the substrate of horseradish peroxidase (HRP)[1][2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Ferreira-Leitão V S, et al. Methylene blue and azure B oxidation by horseradish peroxidase: a comparative evaluation of class II and class III peroxidases. Applied Catalysis B: Environmental, 2003, 42(2): 213-221.

[2]. Lo Cascio F, et al. Azure C Targets and Modulates Toxic Tau Oligomers. ACS Chem Neurosci. 2018 Jun 20;9(6):1317-1326.

Chemical & Physical Properties

[ Boiling Point ]:
385.1ºC at 760 mmHg

[ Molecular Formula ]:
C₁₃H₁₂ClN₃S

[ Molecular Weight ]:
277.77

[ Flash Point ]:
186.7ºC

[ Exact Mass ]:
277.04400

[ PSA ]:
79.18000

[ LogP ]:
1.01270

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: SP5680000

CHEMICAL NAME :: Phenothiazin-5-ium, 3-amino-7-methylamino-, chloride

CAS REGISTRY NUMBER :: 531-57-7

LAST UPDATED :: 199504

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C13-H12-N3-S.Cl

MOLECULAR WEIGHT :: 277.79

WISWESSER LINE NOTATION :: T C666 BN ISJ FZ MM1 &G &12/23

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 20 umol/L/5H (Continuous)

REFERENCE :: ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 1,27,1979 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X1536 No. of Facilities: 3 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 36 (estimated) No. of Female Employees: 16 (estimated)

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
SP5680000

[ HS Code ]:
2934300000

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2934300000

[ Summary ]:
2934300000. other compounds containing in the structure a phenothiazine ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

A chemical screening approach reveals that indole fluorescence is quenched by pre-fibrillar but not fibrillar amyloid-beta.

Bioorg. Med. Chem. Lett. 19 , 4952-7, (2009)

Aggregated amyloid-beta (Abeta) peptide is implicated in the pathology of Alzheimer's disease. In vitro and in vivo, these aggregates are found in a variety of morphologies, including globular oligome...

Small molecule inhibitors of aggregation indicate that amyloid beta oligomerization and fibrillization pathways are independent and distinct.

J. Biol. Chem. 282 , 10311-24, (2007)

Alzheimer disease is characterized by the abnormal aggregation of amyloid beta peptide into extracellular fibrillar deposits known as amyloid plaques. Soluble oligomers have been observed at early tim...

Note from the Biological Stain Commission: revision of azure B assay protocol.

Stain Technol. 63(1) , 65-9, (1988)