4-Amino-5-imidazolecarboxamide hydrochloride supplier

Name
4-Amino-5-imidazolecarboxamide hydrochloride
EINECS 200-778-3
CAS No. 72-40-2
Article Data4
CAS DataBase
Density
Solubility soluble in water
Melting Point 250-252 °C (dec.)(lit.)
Formula C₄H₇ClN₄O
Boiling Point 522.1 °C at 760 mmHg
Molecular Weight 162.579
Flash Point 269.6 °C
Transport Information
Appearance very slightly beige fine powder
Safety 22-24/25-36-26
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 1H-Imidazole-4-carboxamide,5-amino-, monohydrochloride (9CI);Imidazole-4-carboxamide, 5-amino-,monohydrochloride (8CI);4-Aminoimidazole-5-carboxamide hydrochloride;5-Amino-1H-imidazole-4-carboxamide hydrochloride;5-Aminoimidazole-4-carboxamide hydrochloride;
PSA 97.79000
LogP 1.17430

Synthetic route

: 360-97-4
5-Aminoimidazole-4-carboxamide

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water at 68℃; for 0.5h; Inert atmosphere;	84%

: 360-97-4
5-Aminoimidazole-4-carboxamide

A: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

B: 7008-85-7
5-diazoimidazole-4-carboxamide

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite In water

: 955042-99-6
3-ethoxy-4-(2-ethoxyethoxy)pyridine-2-carbaldehyde

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 955043-00-2
4-({[3-ethoxy-4-(2-ethoxyethoxy)pyridin-2-yl]methyl}amino)-1H-imidazole-5-carboxamide

Conditions

Conditions	Yield
With sodium cyanoborohydride In methanol at 20℃; for 48h;	100%

: 13347-35-8
ethyl N-benzyloxycarbonylamino-orthoacetate

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 5-<(N-benzyloxycarbonylaminomethyl)(ethoxy)methylimino>imidazole-4-carboxamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 1h;	95%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 3173-56-6
benzyl isothiocyanate

: 188612-59-1
5-Amino-1-(N-benzylcarbamoyl)imidazole-4-carboxamide

Conditions

Conditions	Yield
With triethylamine In dimethyl sulfoxide at 25℃;	95%
With triethylamine In dimethyl sulfoxide at 20℃;	88%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 6361-21-3
2-chloro-5-nitrobenzaldehyde

: 5-[N-(2-chloro-5-nitrobenzylidene)amino]imidazole-4-carboxamide

Conditions

Conditions	Yield
With sodium acetate In ethanol; water for 1h; Heating;	94%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 89-98-5
2-chloro-benzaldehyde

: 5-[N-(2-chlorobenzylidene)amino]imidazole-4-carboxamide

Conditions

Conditions	Yield
With sodium acetate In ethanol; water for 1h; Heating;	93%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 3634-83-1
m-xylylene diisocyanate

: 1,3-bis(5-amino-4-carbamoylimidazolecarboxamidomethyl)benzene

Conditions

Conditions	Yield
With triethylamine In acetonitrile for 60h; Ambient temperature;	92%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 552-89-6
2-nitro-benzaldehyde

: 5-[N-(2-nitrobenzylidene)amino]imidazole-4-carboxamide

Conditions

Conditions	Yield
With sodium acetate In ethanol; water for 1h; Heating;	91%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 624-83-9
methyl isocyanate

: 188612-53-5
5-amino-N1-methyl-1H-imidazole-1,4-dicarboxamide

Conditions

Conditions	Yield
With triethylamine In dimethyl sulfoxide at 20℃;	90%
With triethylamine In dimethyl sulfoxide at 25℃;	85%
With triethylamine 1.) CH3CN, 25 deg C, 10 min, 2.) 25 deg C, 18 h; Yield given. Multistep reaction;

: 130797-57-8
2-ethoxy-2-methylpropanal

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 959862-23-8
4-[(2-ethoxy-2-methylpropyl)amino]-1H-imidazole-5-carboxamide

Conditions

Conditions	Yield
With sodium cyanoborohydride; acetic acid In methanol at 20℃; for 19h;	90%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 446-52-6
2-Fluorobenzaldehyde

: 5-[N-(2-fluorobenzylidene)amino]imidazole-4-carboxamide

Conditions

Conditions	Yield
With sodium acetate In ethanol; water for 1h; Heating;	89%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 7008-85-7
5-diazoimidazole-4-carboxamide

: 87614-68-4
5-amino-2-(4carbamoylimidazol-5-ylazo)imidazole-4-carboxamide

Conditions

Conditions	Yield
With sodium acetate buffer at 0 - 5℃;	85%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 79-22-1
methyl chloroformate

: 55983-56-7
5-amino-1-methoxycarbonylimidazole-4-carboxamide

Conditions

Conditions	Yield
With triethylamine In ethanol at 20℃; for 1h;	85%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 2949-22-6
Glycine ethyl ester isocyanate

: 157466-96-1
[(5-Amino-4-carbamoyl-imidazole-1-carbonyl)-amino]-acetic acid ethyl ester

Conditions

Conditions	Yield
With triethylamine In dimethyl sulfoxide at 20℃;	85%
With triethylamine In dimethyl sulfoxide at 25℃; for 12h;	80%

: 1943-83-5
2-chloroethyl isothiocyanate

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 188612-57-9
5-Amino-1-[N-(2-chloroethyl)carbamoyl]imidazole-4-carboxamide

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃;	85%
With triethylamine In dimethyl sulfoxide at 25℃;	70%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 556-61-6
methyl thioisocyanate

: 5-(3-Methyl-thioureido)-1H-imidazole-4-carboxylic acid amide

Conditions

Conditions	Yield
With triethylamine In dimethyl sulfoxide at 25℃;	85%

: 1118-02-1
trimethylsilyl isocyanate

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 5-amino-1H-imidazole-1,4-dicarboxamide

Conditions

Conditions	Yield
With triethylamine In dimethyl sulfoxide at 20℃;	80%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 102-92-1
Cinnamoyl chloride

: 6-chloro-2-trans-styrylpurine hydrochloride

Conditions

Conditions	Yield
Stage #1: 5-amino-1H-imidazole-4-carboxamide monohydrochloride; Cinnamoyl chloride With dmap In pyridine at 80℃; for 8h; Stage #2: With potassium hydrogencarbonate In water for 4h; Heating; Stage #3: With trichlorophosphate In N,N-dimethyl-aniline for 1h; Heating;	80%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 100-52-7
benzaldehyde

: 5-(N-benzylideneamino)imidazole-4-carboxamide

Conditions

Conditions	Yield
With sodium acetate In ethanol; water for 1h; Heating;	80%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 78-39-7
Triethyl orthoacetate

: 117987-01-6
5-(methyl(ethoxy)methylene)-aminoimidazole-4-carboxamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 180℃; for 0.25h;	80%
In N,N-dimethyl-formamide at 170 - 180℃; for 0.25h;

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 7008-85-7
5-diazoimidazole-4-carboxamide

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite In water at 0℃;	79%
With hydrogenchloride; sodium nitrite In water at 0℃; for 0.1h;	60%
With hydrogenchloride; sodium nitrite

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 142-61-0
Hexanoyl chloride

: 6-chloro-2-n-pentylpurine hydrochloride

Conditions

Conditions	Yield
Stage #1: 5-amino-1H-imidazole-4-carboxamide monohydrochloride; Hexanoyl chloride With dmap In pyridine at 80℃; for 8h; Stage #2: With potassium hydrogencarbonate In water for 4h; Heating; Stage #3: With trichlorophosphate In N,N-dimethyl-aniline for 1h; Heating;	78%

: 13347-35-8
ethyl N-benzyloxycarbonylamino-orthoacetate

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 2-(N-benzyloxycarbonylaminomethyl)hypoxanthine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 1h;	77%

: 140-89-6
potassium ethyl xanthogenate

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 2487-40-3
2-mercapto-1,9-dihydro-6H-purin-6-one

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 140℃; for 5h;	77%

: 74564-16-2
1,3-dibenzyloxy-2-(chloromethoxy)propane

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 5-amino-1-<<1,3-bis(benzyloxy)-2-propoxy>methyl>-1H-imidazole-4-carboxamide

Conditions

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide at 0 - 5℃; for 0.5h;	75%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 109-90-0
ethyl isocyanate

: 188612-55-7
5-amino-N 1-ethyl-1H-imidazole-1,4-dicarboxamide

Conditions

Conditions	Yield
With triethylamine In dimethyl sulfoxide at 25℃;	75%
With triethylamine In acetonitrile at 20℃;	45%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 108-24-7
acetic anhydride

: 96960-72-4
5-Acetylamino-1H-imidazole-4-carboxamide hydrochloride

Conditions

Conditions	Yield
In acetic acid for 2h; Heating;	74%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: C4H3N4(15)NO

Conditions

Conditions	Yield
With hydrogenchloride; sodium (15)N-nitrite In water at 0 - 5℃; for 0.833333h;	74%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 2719-27-9
cyclohexanylcarbonyl chloride

: 6-chloro-2-cyclohexylpurine hydrochloride

Conditions

Conditions	Yield
Stage #1: 5-amino-1H-imidazole-4-carboxamide monohydrochloride; cyclohexanylcarbonyl chloride With dmap In pyridine at 80℃; for 8h; Stage #2: With potassium hydrogencarbonate In water for 4h; Heating; Stage #3: With trichlorophosphate In N,N-dimethyl-aniline for 1h; Heating;	73%

: 72-40-2
5-amino-1H-imidazole-4-carboxamide monohydrochloride

: 36133-35-4
2-methoxy-2-methylpropionaldehyde

: 959862-26-1
4-[(2-methoxy-2-methylpropyl)amino]-1H-imidazole-5-carboxamide

Conditions

Conditions	Yield
With sodium cyanoborohydride; acetic acid In methanol at 20℃; for 20.5h;	73%

4-Amino-5-imidazolecarboxamide hydrochloride Consensus Reports

Reported in EPA TSCA Inventory.

4-Amino-5-imidazolecarboxamide hydrochloride Specification

The 4-Amino-5-imidazolecarboxamide hydrochloride, with the CAS registry number 72-40-2, is also known as Imidazole-4-carboxamide, 5-amino-, monohydrochloride (8CI). It belongs to the product categories of Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines; Pharmacetical; Imidazoles; (intermediate of dacarbazine). Its EINECS registry number is 200-778-3. This chemical's molecular formula is C₄H₇ClN₄O and molecular weight is 162.57758. Its IUPAC name is called 4-amino-1H-imidazole-5-carboxamide hydrochloride. This chemical's classification code is Mutation data. What's more, the product should be sealed and stored in cool and dry place.

Physical properties of 4-Amino-5-imidazolecarboxamide hydrochloride: (1)ACD/LogP: -1.10; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -1.17; (4)ACD/LogD (pH 7.4): -1.1; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 5.06; (8)ACD/KOC (pH 7.4): 5.99; (9)#H bond acceptors: 5; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 2; (12)Flash Point: 269.6 °C; (13)Enthalpy of Vaporization: 79.55 kJ/mol; (14)Boiling Point: 522.1 °C at 760 mmHg; (15)Vapour Pressure: 5.33E-11 mmHg at 25°C.

Uses of 4-Amino-5-imidazolecarboxamide hydrochloride: it can be used to produce 1,9-dihydro-2-(trifluoromethyl)-6H-purin-6-one with 2,2,2-trifluoro-acetamide by heating. The yield is about 48%.

4-Amino-5-imidazolecarboxamide hydrochloride can be used to produce 1,9-dihydro-2-(trifluoromethyl)-6H-purin-6-one with 2,2,2-trifluoro-acetamide by heating

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing. Finally, you must avoid contacting it with skin and eyes.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=NC(=C(N1)C(=O)N)N.Cl
(2)InChI: InChI=1S/C4H6N4O.ClH/c5-3-2(4(6)9)7-1-8-3;/h1H,5H2,(H2,6,9)(H,7,8);1H
(3)InChIKey: MXCUYSMIELHIQL-UHFFFAOYSA-N

Product Name

4-Amino-5-imidazolecarboxamide hydrochloride

Synthetic route

4-Amino-5-imidazolecarboxamide hydrochloride Consensus Reports

4-Amino-5-imidazolecarboxamide hydrochloride Specification

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