ChemicalBook CAS DataBase List 140-56-7

140-56-7

Name	Fenaminosulf
CAS	140-56-7
EINECS(EC#)	205-419-4
Molecular Formula	C8H10N3NaO3S
MDL Number	MFCD00059900
Molecular Weight	251.24
MOL File	140-56-7.mol

Synonyms

4-DIMETHYLAMINOBENZENEDIAZOSULFONIC ACID SODIUM SALT 4-DIMETHYLAMINOPHENYLDIAZOSULFONIC ACID SODIUM SALT BAYER 22555 DAPA Dexon DEXON (TM) Dexoxon Diazoben FENAMINOSULF P-DIMETHYLAMINOBENZENEDIAZO-SULFONIC ACID, SODIUM SALT SODIUM 4-DIMETHYLAMINOBENZENEDIAZOSULFONATE SODIUM 4-DIMETHYLAMINOBENZENEDIAZO SULPHONATE Sodium p(dimethylamino)benzenediazo sulfonate (4-(dimethylamino)phenyl)diazenesulfonicacid,sodiumsalt (4-(dimethylamino)phenyl)-diazenesulfonicacisodiumsalt 4-((dimethylamino)phenyl)diazenesulfonicacid,sodiumsalt 4-((dimethylamino)phenyl)diazenesulphonicacid,sodiumsalt 4-(dimethylamino)phenyl)diazenesulfonate 4-dimethylaminobenzenediazosulfonic*acidsodium 4-dimethylaminobenzenediazosulphonicacid,sodiumsalt

Chemical Properties

storage temp.	−20°C
solubility	DMSO (Slightly), Methanol (Slightly)
Water Solubility	Slightly soluble in water
form	neat
color	Light yellow to Brown
BRN	4170376
Stability:	Hygroscopic
Major Application	agriculture environmental
InChI	1S/C8H11N3O3S.Na/c1-11(2)8-5-3-7(4-6-8)9-10-15(12,13)14;/h3-6H,1-2H3,(H,12,13,14);/q;+1/p-1
InChIKey	IWDQPCIQCXRBQP-UHFFFAOYSA-M
SMILES	[Na+].CN(C)c1ccc(cc1)N=NS([O-])(=O)=O
CAS DataBase Reference	140-56-7(CAS DataBase Reference)
IARC	3 (Vol. 8, Sup 7) 1987
EPA Substance Registry System	140-56-7(EPA Substance)

Safety Data

Symbol(GHS)	GHS06
Signal word	Danger
Hazard statements	H301-H312-H412
Precautionary statements	P273-P280-P301+P310+P330-P302+P352+P312
Hazard Codes	T
Risk Statements	R21:Harmful in contact with skin. R25:Toxic if swallowed. R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment . less more
Safety Statements	S36/37:Wear suitable protective clothing and gloves . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S61:Avoid release to the environment. Refer to special instructions safety data sheet . less more
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
RTECS	CZ1750000
HazardClass	6.1(b)
PackingGroup	III
HS Code	29270000
Storage Class	6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
Hazard Classifications	Acute Tox. 3 Oral Acute Tox. 4 Dermal Aquatic Chronic 3
Safety Profile	Poison by ingestion, intravenous, and intraperitoneal routes. Experimental teratogenic effects. Human mutation data reported. Questionable carcinogen, A fungicide. When heated to decomposition it emits very toxic fumes of NOx, Na2O, and SOx less more
Hazardous Substances Data	140-56-7(Hazardous Substances Data)
Toxicity	bird - wild,LD50,oral,18mg/kg (18mg/kg),Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972. less more

Raw materials And Preparation Products

Hazard Information

General Description

Yellow-brown crystals or brown powder.

Reactivity Profile

Aqueous solutions are sensitive to exposure to light.

Air & Water Reactions

Dust may form an explosive mixture in air. Water soluble.

Fire Hazard

Flash point data are not available for this compound. FORMULATED FENAMINOSULF is probably combustible.

Description

Introduced in 1955, fenaminosulf (1; Lesan; Dexon) was one of the first selective, systemic fungicides. It is active against Phycomycetes such as Pythium, Phytophthora, and Aphanomyces but has little or no effect on higher fungi belonging to the Ascomycetes or Basidiomycetes. Fenaminosulf has a relatively high water solubility (20,000 mgL^-1), a feature often associated with fungicides that specifically inhibit Oomycetes (3). Another important physicochemical property is photolytic instability, one of the reasons that fenaminosulf was developed as a seed dressing and soil fungicide (4).
As a consequence of acute toxicity , limited spectrum, and photo-instability, the use of fenaminosulf decreased (4), and it is now listed in The Pesticide Manual (5) among products that have been superseded. Although no longer used, it is included here for completeness, being the only example of a commercial fungicide that acts on complex I.
During its period of use, fenaminosulf, as wettable powder (WP), dust, or granular formulations, was employed as a seed dressing and soil-applied fungicide to control damping off and foot/root rots. Fenaminosulf-based products were used on a range of plants including vegetables, field crops, ornamentals, and turf.

Uses

Used in biological and pharmacological studies including:• ;Cloning and characterization of GABA transporter1• ;Activity of anti-RSV carbonucleosides2• ;Inhibition by fungicides of urea hydrolysis and nitrification of urea nitrogen in soil3

Definition

ChEBI: Fenaminosulf is an organic molecular entity.

Production Methods

The commercial production of fenaminosulf follows a concise two-step diazo coupling process. First, N,N-dimethylaniline is diazotised by adding sodium nitrite to a cold solution of the amine in dilute acid forming the diazonium chloride salt in situ under controlled pH. This diazonium salt is then coupled with sulphite ions (from sodium sulphite or bisulphite) in a buffered aqueous medium, where the electrophilic diazonium attacks the sulphite to yield the diazosulfonate anion, followed by neutralisation with sodium carbonate to precipitate or crystallise fenaminosulf.

Mechanism of action

Interferes with NADH-ubiquinone reductase (complex I).

Pesticide Type

Fungicide

Material Safety Data Sheet(MSDS)

Well-known Reagent Company Product Information

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