ChemicalBook > CAS DataBase List > Ethyl 3-amino-4-pyrazolecarboxylate

Ethyl 3-amino-4-pyrazolecarboxylate

Product Name
Ethyl 3-amino-4-pyrazolecarboxylate
CAS No.
6994-25-8
Chemical Name
Ethyl 3-amino-4-pyrazolecarboxylate
Synonyms
Ethyl 3-amino-1H-pyrazole-4-carboxylate;ETHYL 5-AMINO-1H-PYRAZOLE-4-CARBOXYLATE;Allopurinol Related Compound D;5-Amino-1H-pyrazole-4-carboxylic acid;AMINAZOLE;INDIP-014;(19750-02-8;AKOS B001005;AKOS BC-0708;e-4-carboxyL
CBNumber
CB7371660
Molecular Formula
C6H9N3O2
Formula Weight
155.15
MOL File
6994-25-8.mol
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Ethyl 3-amino-4-pyrazolecarboxylate Property

Melting point:
105-107 °C(lit.)
Boiling point:
278.95°C (rough estimate)
Density 
1.3092 (rough estimate)
refractive index 
1.6500 (estimate)
storage temp. 
2-8°C
solubility 
Chloroform (Sparingly), Methanol (Slightly)
form 
Crystalline Powder
pka
12.98±0.50(Predicted)
color 
White to yellow
BRN 
4964
Stability:
Light sensitive
InChI
InChI=1S/C6H9N3O2/c1-2-11-6(10)4-3-8-9-5(4)7/h3H,2H2,1H3,(H3,7,8,9)
InChIKey
YPXGHKWOJXQLQU-UHFFFAOYSA-N
SMILES
N1C=C(C(OCC)=O)C(N)=N1
CAS DataBase Reference
6994-25-8(CAS DataBase Reference)
NIST Chemistry Reference
3-Amino-4-carbethoxypyrazole(6994-25-8)
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Safety

Hazard Codes 
Xi,Xn,N
Risk Statements 
36/37/38-20/21/22-50/53-43
Safety Statements 
26-36-24/25-61-60-36/37
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29331990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
BP844
Product name
Allopurinol impurity D
Purity
British Pharmacopoeia (BP) Reference Standard
Packaging
10MG
Price
$248
Updated
2025/07/31
Sigma-Aldrich
Product number
A45009
Product name
Ethyl 3-aminopyrazole-4-carboxylate
Purity
98%
Packaging
5g
Price
$35
Updated
2025/07/31
Sigma-Aldrich
Product number
A0350040
Product name
Allopurinol impurity D
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
15 mg
Price
$156
Updated
2025/07/31
Sigma-Aldrich
Product number
1013046
Product name
Allopurinol Related Compound D
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
35mg
Price
$1200
Updated
2025/07/31
TCI Chemical
Product number
E0766
Product name
Ethyl 3-Aminopyrazole-4-carboxylate
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$89
Updated
2025/07/31
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Ethyl 3-amino-4-pyrazolecarboxylate Chemical Properties,Usage,Production

Chemical Properties

Off-White Powder

Uses

Ethyl 3-Amino-4-pyrazolecarboxylate (Allopurinol EP Impurity D) is an impurity of Allopurinol (A547300), a pyrazole derivative that has been shown to induce neoplasm immunogenicity.

General Description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

Synthesis

94-05-3

1260243-04-6

General procedure for the synthesis of ethyl 5-amino-1H-pyrazole-4-carboxylate from ethyl ethoxymethylcyanoacetate: ethyl ethoxymethylcyanoacetate (68 g, 0.4 mol) was added to a reaction vessel containing 200 mL of anhydrous ethanol; 100 mL of hydrazine hydrate was added slowly and dropwise to the reaction vessel. The reaction mixture was placed in an electric heating jacket and gradually heated up to 80 °C within 30 min to obtain mixture A. The mixture A was heated to reflux and kept in reflux reaction for 4 h. The reaction was carried out under reduced pressure. Upon completion of the reaction, ethanol was removed by distillation under reduced pressure and the remaining solid was concentrated by evaporation. The concentrated solid was cooled to room temperature and left to precipitate a light yellow solid, which was filtered, washed and dried to give the intermediate ethyl 5-amino-1H-pyrazole-4-carboxylate. Cold anhydrous ethanol was used for the washing process. The mass of the final product ethyl 5-amino-1H-pyrazole-4-carboxylate was 41.68 g and the yield was 66.78%.

References

[1] Patent: CN105949202, 2016, A. Location in patent: Paragraph 0048-0053
[2] Patent: CN106008517, 2016, A. Location in patent: Paragraph 0048; 0049; 0050; 0051; 0052; 0053
[3] Patent: CN106008519, 2016, A. Location in patent: Paragraph 0048; 0049; 0050; 0051; 0052; 0053
[4] Patent: CN105949199, 2016, A. Location in patent: Paragraph 0047-0052
[5] Patent: CN105949200, 2016, A. Location in patent: Page/Page column 6; 7; 23

Ethyl 3-amino-4-pyrazolecarboxylate Preparation Products And Raw materials

Raw materials

Hydrazinium hydroxide solution Triethyl orthoformate HYDRAZINE Acetic acid Ethyl (ethoxymethylene)cyanoacetate Ethyl cyanoacetate

Preparation Products

Allopurinol
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View Lastest Price from Ethyl 3-amino-4-pyrazolecarboxylate manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
Ethyl 3-amino-4-pyrazolecarboxylate 6994-25-8
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-02-23
Shaanxi Dideu Medichem Co. Ltd
Product
Ethyl 3-amino-4-pyrazolecarboxylate 6994-25-8
Price
US $0.00-0.00/KG
Min. Order
1g
Purity
99%
Supply Ability
2000tons
Release date
2019-12-31
Hong Kong Tiansheng New Material Trading Co., Ltd
Product
Ethyl 3-amino-4-pyrazolecarboxylate 6994-25-8
Price
US $100.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
100KG
Release date
2021-09-14

6994-25-8, Ethyl 3-amino-4-pyrazolecarboxylateRelated Search:

ethyl 5-(forMylaMino)-1H-pyrazole-4-carboxylate 5-(forMylaMino)-1H-pyrazole-4-carboxaMide 5-AMINO-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER 3-Aminopyrazole 4-Pyrazolecarboxylic acid 3-Aminopyrazole-4-carboxylic acid Ethyl pyrazole-4-carboxylate 4-AMINO-2 H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER Oxipurinol Allopurinol Impurity 1 ALLOPURINOL IMPURITY C Allopurinol Related CoMpound F Allopurinol-d2 Allopurinol Oxypurinol -13C, 15N2 ALLOPURINOL RIBOSIDE 3-Amino-1H-pyrazole-4-carboxamide 5-[(1-Methylpiperidin-2-ylidene)amino]-1H-pyrazole-4-carboxylic acid ethyl ester

  • JR-8260, 3-Amino-4-carbethoxypyrazole, 97%
  • Ethyl 5-amino-1H-pyrazole-4-carboxylate 97%
  • Allopurinol EP Impurity D (USP RC D)
  • Allopurinol EP IMpurity D
  • 3- aMino-4- pyrazoleethyl forMate
  • 5-AMINO-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER(Ethyl 3-amino-4-pyrazolecarboxylate)
  • Ethyl3-amino-1H-pyrazole-4-carboxylate,99%
  • AKOS BC-0708
  • AKOS BBS-00002579
  • AMINAZOLE
  • AKOS B001005
  • 5-AMINO-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
  • 3-AMINO-4-CARBETHOXYPYRAZOL
  • 3-AMINO-4-CARBETHOXYPYRAZOLE
  • 3-AMINO-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
  • 3-AMINOPYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
  • 1H-PYRAZOLE-4-CARBOXYLIC ACID, 3-AMINO-, ETHYL ESTER
  • ETHYL 3-AMINOPYRAZOLE-4-CARBOXYLATE
  • ETHYL 3-AMINO-4-PYRAZOLECARBOXYLATE
  • ETHYL 5-AMINO-1H-PYRAZOLE-4-CARBOXYLATE
  • BUTTPARK 100\09-33
  • 3-Amino-4-ethoxycarbonylpyrazole
  • Ethyl 3-amino-1H-pyrazole-4-carboxylate
  • TIMTEC-BB SBB001936
  • Ethyl 3-amino-4-pyarazolecarboxylate
  • 3-Amino-4-pyrazolecarboxylate
  • 3-Amino-4-(ethoxycarbonyl)-1H-pyrazole, 3-Amino-4-carbethoxy-1H-pyrazole
  • Ethyl 5-aminopyrazol-4-carboxylate
  • INDIP-014
  • Allopurinol Impurity 4(Allopurinol EP Impurity D)(Allopurinol USP Related Compound D )
  • Ethyl 3-aminopyrazole-4-carboxylate 98%
  • 3-amino-2H-pyrazole-4-carboxylic acid ethyl ester
  • Allopurinol Related Compound D
  • 3-Amino-4-Carbethyloxypyrazole
  • 5-Amino-1H-pyrazole-4-carboxylic acid
  • ethyl 3-amino-2H-pyrazole-4-carboxylate
  • Ethyl 3-amino-4-pyrazolecarboxylate ,99%
  • 3-AMINO-4-CARBETHOXYPYRAZOLE ,99%
  • ethyl 5-amino-1H-pyrazole-4-carboxylate(SALTDATA: FREE)
  • ethyl 3-amino-1H-pyrazole-4-carboxylate(SALTDATA: FREE)
  • 3-Amino-4-carboethoxy-1H-pyrazole
  • Ethyl 2-aminopyrazole-3-carboxylate
  • Allopurinol Related Compound D (35 mg) (ethyl 5-amino-1H-pyrazole-4-carboxylate)
  • 4-(ethoxyMethyl)-1H-pyrazol-3-aMine
  • 3-AMino-4-carbethoxypyrazole, 99% 5GR
  • 1H-pyrazole-4-carboxylic acid, 5-amino-, ethyl ester
  • ETHYL (3-AMINOPYRAZOLE 4-CARBOXYLATE) FO
  • (19750-02-8
  • Allopurinol EP Imp D
  • Allopurinol EP Impurity D or Allopurinol USP Related Compound D
  • Allopurinol EP Impurity D（Allopurinol USP Related Compound D）
  • e-4-carboxyL
  • Ethyl 3-Amino-4-pyrazolecarboxylate &gt
  • Allopurinol impurity D CRS
  • Ethyl-3-amino-1H-pyrazol-4-carboxylat
  • Allopurinol EP impurity D/ Allopurinol Related Compound D
  • Allopurinol Impurity1580
  • Allopurinol impurity D (A0350040)