4-AMINO-3-FURAZANECARBOXAMIDOXIME

Product Name: 4-AMINO-3-FURAZANECARBOXAMIDOXIME
CAS No.: 13490-32-9
Chemical Name: 4-AMINO-3-FURAZANECARBOXAMIDOXIME
Synonyms: Albb-006140;AKOS NCG-0025;CBI-BB ZERO/000236;TIMTEC-BB SBB000090;3-aminofurazan-4-amidoxime;3-amino-4-amidoxime furoxan;3-amino-4-aminooxime furazan;4-AMINO-3-FURAZANECARBOXAMIDOXIME;4-AMINO-N-HYDROXY-FURAZAN-3-CARBOXAMIDINE;4-Amino-N-hydroxy-1,2,5-oxadiazole-3-carboxamidine
CBNumber: CB2237974
Molecular Formula: C3H5N5O2
Formula Weight: 143.1
MOL File: 13490-32-9.mol

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4-AMINO-3-FURAZANECARBOXAMIDOXIME Property

Melting point:: 192-193 °C(Solv: ethyl acetate (141-78-6))
Boiling point:: 354.6±52.0 °C(Predicted)
Density: 2.24±0.1 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2–8 °C
pka: 11.72±0.50(Predicted)
Appearance: Off-white to light yellow Solid
InChI: InChI=1S/C3H5N5O2/c4-2(6-9)1-3(5)8-10-7-1/h9H,(H2,4,6)(H2,5,8)
InChIKey: DNFUTAVRGAVUKE-UHFFFAOYSA-N
SMILES: O1N=C(N)C(C(NO)=N)=N1

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Safety

Hazard Codes: Xi
HazardClass: IRRITANT
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

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N-Bromosuccinimide Price

TRC

Product number: A611315
Product name: 4-Amino-N-hydroxyfurazan-3-carboxamidine
Packaging: 1g
Price: $360
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA117171
Product name: 4-Amino-N'-hydroxy-1,2,5-oxadiazole-3-carboximidamide
Packaging: 100mg
Price: $85
Updated: 2021/12/16

Matrix Scientific

Product number: 011600
Product name: 4-Amino-3-furazanecarboxamidoxime
Packaging: 500mg
Price: $97
Updated: 2021/12/16

AK Scientific

Product number: 6253AA
Product name: 4-Amino-N'-hydroxy-1,2,5-oxadiazole-3-carboximidamide
Packaging: 1g
Price: $144
Updated: 2021/12/16

Matrix Scientific

Product number: 011600
Product name: 4-Amino-3-furazanecarboxamidoxime
Packaging: 1g
Price: $149
Updated: 2021/12/16

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4-AMINO-3-FURAZANECARBOXAMIDOXIME Chemical Properties,Usage,Production

Uses

4-Amino-N-hydroxyfurazan-3-carboxamidine is used to prepare inhibitors of indoleamine 2,3-dioxygenase. It is also used in the synthesis of 3-azolylpropanohydroxamic acids as procollagen c-proteinase inhibitors.

Synthesis

109-77-3

13490-32-9

The general procedure for the synthesis of 4-amino-N'-hydroxy-1,2,5-oxadiazole-3-carboxamidine from malononitrile was as follows: malononitrile (50.0 g, 0.76 mol, 1.0 eq.) was added to a four-necked flask and heated to about 50 °C to dissolve it. Water (0.5 L) was then added and the mixture was cooled in an ice-water bath at about 10°C. Under cooling conditions, sodium nitrite (57.72 g, 0.83 mol, 1.1 eq.) was added in batches. After addition, 6N hydrochloric acid (8.5 mL) was added slowly and dropwise at 10 °C or lower. The reaction mixture was stirred continuously in an ice-water bath for 0.5 h, keeping the temperature constant, and the resulting solution was labeled as A. Separately, H2NOH-HCl (158.4 g, 2.28 mol, 3.0 eq.) was dissolved in water (255 mL), and potassium hydroxide solution (127.9 g, 2.28 mol, 3.0 eq. dissolved in 255 mL of water) was prepared and added to the above solution. This mixture was stirred at room temperature (25 °C) for 10 min, and the resulting solution was labeled B. The solution A was cooled to 0 °C - 10 °C with an ice water bath, and solution B was slowly added dropwise to A. After completion of the dropwise addition, the stirring was continued for 0.5 h, keeping the temperature constant. The ice water bath was removed and the mixture was heated to reflux for 12 hours. Upon completion of the reaction, 6N hydrochloric acid (120 mL) was added slowly and dropwise to pH=7 (0°C) in an ice water bath. Stirring was continued for 40 min, followed by diafiltration, washing the filter cake with water and drying to give 4-amino-N'-hydroxy-1,2,5-oxadiazole-3-carboximidamide (101 g, 93.5% yield).

References

[1] Journal of the American Chemical Society, 2015, vol. 137, # 33, p. 10532 - 10535
[2] Patent: CN108727361, 2018, A. Location in patent: Paragraph 0150; 0152-0154
[3] Patent: TW2018/23219, 2018, A. Location in patent: Page/Page column 31; 32
[4] Journal of Labelled Compounds and Radiopharmaceuticals, 2015, vol. 58, # 4, p. 156 - 162
[5] Patent: WO2016/40458, 2016, A2. Location in patent: Page/Page column 25; 26

4-AMINO-3-FURAZANECARBOXAMIDOXIME Preparation Products And Raw materials

Raw materials

Preparation Products

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4-AMINO-3-FURAZANECARBOXAMIDOXIME Suppliers

China 99 France 1 Germany 3 India 2 Russia 3 The Netherlands 1 United Kingdom 4 United States 12 Global 125

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View Lastest Price from 4-AMINO-3-FURAZANECARBOXAMIDOXIME manufacturers

Career Henan Chemical Co

Product: 4-AMINO-3-FURAZANECARBOXAMIDOXIME 13490-32-9
Price: US $7.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2018-12-19

13490-32-9, 4-AMINO-3-FURAZANECARBOXAMIDOXIMERelated Search:

1,2,5-Oxadiazole-3-carboxiMidoyl chloride, 4-aMino-N-hydroxy- 4-(2-OXIDO-3H-1,2,3,5-OXATHIADIAZOL-4-YL)-1,2,5-OXADIAZOL-3-AMINE 4-AMINO-N'-((PHENYLACETYL)OXY)-1,2,5-OXADIAZOLE-3-CARBOXIMIDAMIDE N'-(ACETYLOXY)-4-AMINO-1,2,5-OXADIAZOLE-3-CARBOXIMIDAMIDE 4-AMINO-3-FURAZANECARBOXAMIDOXIME TOSLAB 139256

TIMTEC-BB SBB000090

4-AMINO-N-HYDROXY-FURAZAN-3-CARBOXAMIDINE

4-AMINO-N-HYDROXY-1,2,5-OXADIAZOLE-3-CARBOXIMIDAMIDE

4-AMINO-3-FURAZANECARBOXAMIDOXIME

AKOS NCG-0025

1,2,5-Oxadiazole-3-carboximidamide, 4-amino-N-hydroxy-

CBI-BB ZERO/000236

Albb-006140

(Z)-4-amino-N'-hydroxy-1,2,5-oxadiazole-3-carboximidamide

4-Amino-N-hydroxy-1,2,5-oxadiazole-3-carboxamidine

3-amino-4-amidoxime furoxan

3-aminofurazan-4-amidoxime

4-Amino-N'-hydroxy-1,2,5-oxadiazol-3-carboximidamide

4-Amino-N'-hydroxy-1,2,5-oxadiazole-3-carboximidamide

3-amino-4-aminooxime furazan

13490-32-9