ChemicalBook > CAS DataBase List > 2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid

2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid

Product Name
2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid
CAS No.
65872-41-5
Chemical Name
2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid
Synonyms
AMAA;ATMA;ATMAA;Cefepime EP Impurity D;ATMIA;-4-yL;ATMAA CAS;Ansaxime acid;ThiazoxiMic Acid;Aminotaxime acid
CBNumber
CB5294497
Molecular Formula
C6H7N3O3S
Formula Weight
201.2
MOL File
65872-41-5.mol
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2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid Property

Melting point:
192 °C (dec.)(lit.)
Boiling point:
425.1±37.0 °C(Predicted)
Density 
1.463 (estimate)
refractive index 
1.6630 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
DMSO (Slightly), Methanol (Slightly, Heated)
pka
2.97±0.10(Predicted)
form 
solid
color 
White to Off-White
Water Solubility 
0.6 g/100 mL (20 ºC)
λmax
273nm(MeOH)(lit.)
InChI
InChI=1S/C6H7N3O3S/c1-12-9-4(5(10)11)3-2-13-6(7)8-3/h2H,1H3,(H2,7,8)(H,10,11)/b9-4+
InChIKey
NLARCUDOUOQRPB-RUDMXATFSA-N
SMILES
C1(=CSC(N)=N1)/C(/C(=O)O)=N\OC
CAS DataBase Reference
65872-41-5(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-24/25
WGK Germany 
3
HS Code 
29349990
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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

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR2851
Product name
Cefepime Related Compound D
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
50MG
Price
$616
Updated
2025/07/31
Sigma-Aldrich
Product number
280143
Product name
2-Amino-α-(methoxyimino)-4-thiazoleacetic acid, predominantly syn
Purity
97%
Packaging
5g
Price
$41.3
Updated
2025/07/31
Sigma-Aldrich
Product number
1097680
Product name
2-Amino-α-(methoxyimino)-4-thiazoleacetic acid, predominantly syn
Packaging
20mg
Price
$1380
Updated
2024/03/01
TCI Chemical
Product number
A2478
Product name
(Z)-2-(2-Amino-4-thiazolyl)-2-(methoxyimino)acetic Acid
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$39
Updated
2025/07/31
TCI Chemical
Product number
A2478
Product name
(Z)-2-(2-Amino-4-thiazolyl)-2-(methoxyimino)acetic Acid
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$77
Updated
2025/07/31
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2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid Chemical Properties,Usage,Production

Chemical Properties

OFF-WHITE TO BEIGE POWDER

Uses

Intermediate in the preparation of Cephem compounds.

Synthesis

64485-88-7

65872-41-5

General procedure for the synthesis of aminothiazole acid from ethyl (Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetate (Example 2): in a 250 ml reaction vial, 45.9 g (0.2 mol) of ethyl (Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetate was suspended in 200 ml of ethanol, followed by the addition of 1 N sodium hydroxide aqueous solution. The reaction mixture was stirred at room temperature for 15 hours. Upon completion of the reaction, the pH of the reaction solution was adjusted to 7.0 with 10% aqueous hydrochloric acid, followed by distillation under reduced pressure to remove the ethanol. The aqueous phase was washed with ethyl acetate and the pH was adjusted again with 10% aqueous hydrochloric acid to 2.8. Stirring was carried out under cooling conditions in an ice bath to induce the precipitation of crystals. The crystals were separated by filtration, washed with acetone and finally recrystallized from ethanol to give 22.9 g of 2-(2-aminothiazol-4-yl)-2-(Z)-methoxyiminoacetic acid in 57.0% yield.

References

[1] Patent: EP859002, 1998, A1

2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid Preparation Products And Raw materials

Raw materials

Thiourea

Preparation Products

Cefotaxime sodium
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2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid Suppliers

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View Lastest Price from 2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid 65872-41-5
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
1000kg
Release date
2021-11-25
Hebei Jingbo New Material Technology Co., Ltd
Product
2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid 65872-41-5
Price
US $9.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
200000
Release date
2023-11-29
Shaanxi Dideu Medichem Co. Ltd
Product
2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid 65872-41-5
Price
US $0.10/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000 tons
Release date
2020-04-24

65872-41-5, 2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acidRelated Search:

Cefotaxime Ethyl 3-aminopropanoate hydrochloride Cefotaxime sodium Glycine Iminodiacetic acid 4-Aminophenylacetic acid 2-(2-Aminothiazol-4-yl)glyoxylic acid Nitrilotriacetic acid 2-Aminothiazole Cefoxitin Impurity 3 Tenofovir Impurity 92 Teprenone 1-Methylpyrrolidine T 2588G CefepiMe interMediate (7-PIME) Cefepime EP Impurity F Cefepime Impurity A α-Lipoic Acid

  • 2-Amino-<i>α</i>-(methoxyimino)-4-thiazoleacetic acid
  • (<i>Z</i>)-2-(2-Amino-4-thiazolyl)-2-(methoxyimino)acetic Acid
  • 2-aminothiazole-methoxyiminoaceticacid
  • 2-Methoxylimino-2-(2-aminothiozol)-4-aceticacid
  • ATMIA
  • 2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid(ATMMA)
  • (Z)-2-methoxyimino-2-(2-aminothiazol-4-yl)Acetic acid anhydrous
  • 2-(2-AMINO-4-THIAZOL)-2-METHOXIMINOACETIC ACID
  • (Z)-2-(2-Aminothiazol-4-yl)-2-
  • 2-amino-α-(methoxyimino)-4-thiazoleacetic acid, predominantly syn
  • 2-(2-amino-4-thiazolyl)-2-methoxyiminoacetic acid
  • (Z)-2-METHOXYIMINO-2-(2-AMINOTHIAZOLE-4-YL-)-ACETIC ACID ANHYDROUS/ATMAA
  • ATMAA CAS
  • ATMIA:2-(2-AMINO-4-THIAZOLYL)-2-METHOXYIMINOACETIC ACID
  • 2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid (AMAA)
  • （Z）-2-methoxyimino-2-(2-aminothiazole)-4-acetic acid
  • 2-AMINO-ALPHA-(METHOXYIMINO)-4-THIAZOLE ACETIC ACI
  • (Z)-2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetic acid
  • 4-THIAZOLEACETICACID,2-AMINO-A-(METHOXYIMINO)-
  • ATIFICIALCOW-BEZOAR
  • (Z)-2-AMINO-ALPHA-METHOXYIMINO-4-THIAZOLEACETIC ACID
  • (Z)-2-AMINO-A-(METHOXYIMINO)-4-THIAZOLEACETIC ACIDCEFOTAXIME
  • 2-AMINO-A-(METHOXYIMINO)-4-THIAZOLEACETIC ACID
  • 2-AMINO-A-(METHOXYIMINO)-4-THIAZOLEACETIC ACIDB-LACTAMASE INHIBITOR
  • (z)-2-(2-Aminothiazol-4-yl)-2-methoxyimino acetic acid Anhydrous
  • 2-AMINO-ALPHA-(METHOXYIMINO)-4-THIAZOLE- ACETIC ACID, 97%, PREDOMINANTLY SYN
  • AMAA
  • (Z)-2-(2-Aminothiazol-4-Yl)-2-MethoxyiminoAceticAcidAnhydrous(Atmaa)
  • Tiotropium Bromide 139404-48-1 (Z)-2-(2-Aminothiazol-4-Yl)-2-Methoxyimino Acetic Acid Anhydrous ( Atmaa )
  • (Z)-(2-Aminothiazol-4-yl)-a-(methoxyimino)acetic acid
  • (Z)-2-Amino-a-(methoxyimino)-4-thiazoleacetic acid
  • 2-(2-Amino-4-thiazolyl)-(Z)-2-methoxyiminoacetic acid
  • 2-Methoxylimino-2-(2-aminothiazolyl)-4-acetic acid
  • (2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid
  • Aminothiaoximinoacid
  • Aminothiaoximoacid
  • 2-(2-AMINOTHIAZOLE-4-YL)-2-METHOXYIMINOACETIC ACID
  • 4-THIAZOLEACETIC ACID, 2-AMINO-ALPHA-(METHOXYIMINO)-
  • (Z)-2-(2-AMINOTHIAZOLE-4-YL)-2-METHOXYIMINO ACETIC ACID
  • (Z)-2-(2-AMINOTHIAZOL-4-YL)-2-METHOXYIMINOACETIC ACID
  • (Z)-2-Methoxyimino-2-(2-Amino-Thiazole-4-Yl-)-Acetic Acid Anhydrous
  • 2-(2-Aminothiazol-4-yl)-2-(Z)-methoxyiminoacetic acid
  • syn-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetic acid
  • syn-Thiazoximic acid
  • 2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid ,98%
  • (2-Aminothiazol-4-yl)[(Z)-methoxyimino]acetic acid
  • 2-amino-alpha-(methoxyimino)-4-thiazoleacetate
  • 2-(2-Amino-4-thiazoly)-2-methoxyiminoacetic acid
  • 2-(2-Aminothiazole-4-yl)-2-methoxyiminoaceticacid,97%
  • 2-Amino-alpha-(methoxyimino)-4-thiazoleacetic acid
  • 2-Amino-α-(methoxyimino)-4-thiazoleacetic Acid
  • (z)-(2-aminothiazole-4-yl)-2-methoxyiminoacetic acid
  • ATMAA
  • ATMA
  • (Z)-2-amino-alpha-(methoxyimino)thiazol-4-acetic acid
  • 2-(2-AMinothiazole-4-yl)-2-MethoxyiMinoacetic acid, predoMinantly syn
  • ThiazoxiMic Acid
  • 2-(2-aMino-1,3-thiazol-4-yl)-2-(MethoxyiMino)acetic acid