531-55-5

531-55-5 structure

Name: Trimethyldiaminophenazathonium Chloride
Chemical Name: azure B
CAS Number: 531-55-5
Molecular Formula: C₁₅H₁₆ClN₃S
Molecular Weight: 305.826
Catalog: Biochemical Biochemical reagent Biological dye
Create Date: 2018-04-18 08:00:00
Modify Date: 2025-08-22 09:10:47
Azure B is a cationic dye and the major metabolite of Methylene blue. Azure B is used in making Azure eosin stains for blood smear staining. Azure B is a high-potency, selective and reversible inhibitor of monoamine oxidases (MAO)-A, with IC50s of 11 and 968 nM for recombinant human MAO-A and MAO-B, respectively. Azure B possesses significant antidepressant-like effects[1][2].

Name	azure B
Synonyms	Trimethylthionine chloride N,N-Dimethyl-7-(methylamino)-3H-phenothiazin-3-iminium chloride Methyleneazure 3-Methylamino-7-dimethylaminophenazathonium Chloride N,N,N'-Trimethylthionin EINECS 208-511-2 3-(Dimethylamino)-7-(methylamino)phenothiazin-5-ium chloride Methanaminium, N-methyl-N-[7-(methylamino)-3H-phenothiazin-3-ylidene]-, chloride (1:1) Trimethyldiaminophenazathonium Chloride Azure B eosinate Azure B,Certified Azure I Phenothiazinium, 3-(dimethylamino)-7-(methylamino)-, chloride (1:1) Phenothiazin-5-ium, 3- (dimethylamino)-7-(methylamino)-, chloride MFCD00011935 AZUR I dimethyl-[7-(methylamino)phenothiazin-3-ylidene]azanium,chloride Azure B

Description	Azure B is a cationic dye and the major metabolite of Methylene blue. Azure B is used in making Azure eosin stains for blood smear staining. Azure B is a high-potency, selective and reversible inhibitor of monoamine oxidases (MAO)-A, with IC50s of 11 and 968 nM for recombinant human MAO-A and MAO-B, respectively. Azure B possesses significant antidepressant-like effects[1][2].
Related Catalog	Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase Research Areas >> Neurological Disease
In Vivo	Azure B (4-30 mg/kg; i.p.; once) decreases immobility in the forced swim test (FST)[1].
References	[1]. Löhr W,et al. The azure dyes: their purification and physicochemical properties. II. Purification of azure B. Stain Technol. 1975 May;50(3):149-56. [2]. Delport A, et al. Azure B and a synthetic structural analogue of methylene blue, ethylthioninium chloride, present with antidepressant-like properties. Life Sci. 2014 Nov 11;117(2):56-66.

Melting Point	205-210 °C (dec.)(lit.)
Molecular Formula	C₁₅H₁₆ClN₃S
Molecular Weight	305.826
Exact Mass	305.075348
PSA	56.17000

CHEMICAL IDENTIFICATION

RTECS NUMBER :: SO5550000

CHEMICAL NAME :: 3H-Phenothiazine, 3-(dimethylamino)-7-(methylimino)-, hydrochloride

CAS REGISTRY NUMBER :: 531-55-5

LAST UPDATED :: 199504

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C15-H16-N3-S.Cl

MOLECULAR WEIGHT :: 305.85

WISWESSER LINE NOTATION :: T C666 BS EY INJ EUN1 MN1&1 &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 65 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

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 : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - T1407 No. of Facilities: 150 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 664 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - T1407 No. of Facilities: 101 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 3055 (estimated) No. of Female Employees: 2122 (estimated)

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	SO5550000
HS Code	2934300000

152071-32-4

531-55-5

Literature: Materials Research Bulletin, , vol. 49, # 1 p. 544 - 551

807306-71-4

531-55-5

Literature: Chemische Berichte, , vol. 39, p. 1408 Chemische Berichte, , vol. 39, p. 1808 Justus Liebigs Annalen der Chemie, , vol. 230, p. 169,170 Chemische Berichte, , vol. 39, p. 1808

99-98-9

531-55-5

Literature: Justus Liebigs Annalen der Chemie, , vol. 230, p. 169,170 Chemische Berichte, , vol. 39, p. 1808

807306-71-4

531-53-3

531-55-5

Literature: Chemische Berichte, , vol. 63, p. 1341,1346

Precursor 3
152071-32-4 807306-71-4 99-98-9
DownStream 0

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%

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