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Nifuroxazide

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Name

Nifuroxazide

EINECS 213-522-0
CAS No. 965-52-6 Density 1.49 g/cm3
PSA 120.65000 LogP 2.57140
Solubility N/A Melting Point 281-283°C
Formula C12H9N3O5 Boiling Point 418.17°C (rough estimate)
Molecular Weight 275.221 Flash Point N/A
Transport Information N/A Appearance Yellow solid
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 965-52-6 (Nifuroxazide) Hazard Symbols N/A
Synonyms

Benzoicacid, 4-hydroxy-, [(5-nitro-2-furanyl)methylene]hydrazide (9CI);Benzoic acid,p-hydroxy-, (5-nitrofurfurylidene)hydrazide (7CI,8CI);(5-Nitro-2-furfurylidene)(4-hydroxybenzoyl)hydrazine;1-(p-Hydroxybenzoyl)-2-(5-nitrofurfurylidene)hydrazine;27-109RC;5-Nitro-2-furaldehyde p-hydroxybenzoylhydrazone;5-Nitro-2-furfurylidene-4-hydroxybenzhydrazide;Adral;Antinal;Bacifurane;Diarlidan;Dicoferin;Enterofuril;Ercefurol;Ercefuryl;Nifuroxazid;Nifuroxazide;Pentofuryl;RC 27109;RC 30-109;p-Hydroxybenzoic acid(5-nitrofurfurylidene)hydrazide;

Article Data 6

Nifuroxazide Synthetic route

698-63-5

5-nitrofurane-2-carboxaldehyde

5351-23-5

4-hydroxybenzoic acid hydrazide

965-52-6

nifuroxazide

Conditions
ConditionsYield
In ethanol; water Heating;80%
Stage #1: 4-hydroxybenzoic acid hydrazide With acetic acid In water for 0.0833333h; Sonication;
Stage #2: 5-nitrofurane-2-carboxaldehyde In dimethyl sulfoxide at 20℃; for 0.5h; Sonication;
65%
965-52-6

nifuroxazide

A

133368-17-9

4-Hydroxy-benzoic acid [4-cyano-2-oxo-but-(E)-ylidene]-hydrazide

B

133368-14-6

4-Hydroxy-benzoic acid [1-(5-amino-furan-2-yl)-meth-(E)-ylidene]-hydrazide

Conditions
ConditionsYield
In methanol; water at 30℃; electrolysis;A 5%
B 35%
In 2-methoxy-ethanol; water at 30℃; electrolysis;A 25%
B n/a

Nifuroxazide Specification

 The Nifuroxazide, with the CAS registry number 965-52-6,is also known as p-Hydroxybenzoic acid (5-nitrofurfurylidene) hydrazide. It belongs to the product categories of Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals. This chemical's molecular formula is C12H9N3O5 and molecular weight is 275.22.Its EINECS number is 213-522-0.What's more,Its systematic name is Nifuroxazide.It is a yellow solid which is used as intestinal antiseptic.It is poison by intraperitoneal route.And mildly toxic by ingestion.When heated to decomposition it emits toxic fumes of NOx.

Physical properties about Nifuroxazide are:
(1)ACD/LogP:  1.824; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  1.82; (4)ACD/LogD (pH 7.4):  1.74; (5)ACD/BCF (pH 5.5):  14.28; (6)ACD/BCF (pH 7.4):  11.74; (7)ACD/KOC (pH 5.5):  233.27; (8)ACD/KOC (pH 7.4):  191.72; (9)#H bond acceptors:  8; (10)#H bond donors:  2; (11)#Freely Rotating Bonds:  5; (12)Index of Refraction:  1.653; (13)Molar Refractivity:  67.611 cm3; (14)Molar Volume:  184.659 cm3; (15)Surface Tension:  64.6230010986328 dyne/cm; (16)Density:  1.49 g/cm3.

You can still convert the following datas into molecular structure:
(1)SMILES:O=[N+]([O-])c2oc(C=NNC(=O)c1ccc(O)cc1)cc2;
(2)Std. InChI:InChI=1S/C12H9N3O5/c16-9-3-1-8(2-4-9)12(17)14-13-7-10-5-6-11(20-10)15(18)19/h1-7,16H,(H,14,17);
(3)Std. InChIKey:YCWSUKQGVSGXJO-UHFFFAOYSA-N.

The toxicity data of Nifuroxazide are as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1gm/kg (1000mg/kg) BEHAVIORAL: ANTIPSYCHOTIC

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION
Journal of Pharmacy and Pharmacology. Vol. 16, Pg. 663, 1964.
mouse LDLo oral 6gm/kg (6000mg/kg)   Annales Pharmaceutiques Francaises. Vol. 21, Pg. 287, 1963.

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