Pyrazinamide supplier | CasNO.98-96-4

Name
Pyrazinamide
EINECS 202-717-6
CAS No. 98-96-4
Article Data59
CAS DataBase
Density 1.301 g/cm³
Solubility 15 mg/mL in water
Melting Point 189-191 °C(lit.)
Formula C₅H₅N₃O
Boiling Point 357.4 °C at 760 mmHg
Molecular Weight 123.114
Flash Point 169.9 °C
Transport Information
Appearance crystalline solid
Safety 22-24/25-45-36/37/39-26-16
Risk Codes 11-34
Molecular Structure
Hazard Symbols F,C
Synonyms Pyrazinamide (TN);Pirazinamid;Pirazimida;D-50;T 165;Novamid;NCI-C01785;Pyrazineamide;MK 56;2-Carbamylpyrazine;D-50 (VAN);Pirazinamida [INN-Spanish];Pirazinamide [DCIT];PZA;2-Pyrazinecarboxamide;1/C5H5N3O/c6-5(9)4-3-7-1-2-8-4/h1-3H,(H2,6,9;Pyrazinamide (JP14/USP);5-25-04-00178 (Beilstein Handbook Reference);Prestwick_811;Zinamide;Pyrazinamidum [INN-Latin];PYZ;Pyrazinecarboxylic acid amide;Aldinamide;Pyrazinamide [BAN:INN:JAN];Unipyranamide;Pyrazinoic acid amide;DRG 0124;Aldinamid;Farmizina;Eprazin;pyrazine-2-carboxamide;Tebrazid;Pyrazine carboxylamide;Pyrazine carboxamide;
PSA 68.87000
LogP 0.27580

Synthetic route

: 306990-94-3
(1H-benzo[d][1,2,3]triazol-1-yl)(pyrazin-2-yl)methanone

: 98-96-4
pyrazinamide

Conditions

Conditions	Yield
With ammonium hydroxide In tetrahydrofuran; ethanol at 20℃; for 4h;	100%

: 19847-12-2
2-pyrazine carbonitrile

: 98-96-4
pyrazinamide

Conditions

Conditions	Yield
With manganese(IV) oxide; silica gel In chlorobenzene for 5h; Heating;	100%
With manganese(IV) oxide; water In isopropyl alcohol at 98℃; under 5171.62 Torr; for 0.0333333h; Catalytic behavior; Temperature;	99%
With C34H38N6NiO2(2+)*2Cl(1-); water In isopropyl alcohol at 70℃; for 6h; Schlenk technique; Inert atmosphere;	99%

: 109-08-0
2-Methylpyrazine

: 98-96-4
pyrazinamide

Conditions

Conditions	Yield
With ammonium hydroxide; air; V2O5#dotMoO3 at 390℃;	95.2%
Stage #1: 2-Methylpyrazine With dihydrogen peroxide; iron(II) chloride at 30 - 50℃; for 4h; Stage #2: With ammonia at 50℃; for 7h; Reagent/catalyst;	95%

: 98-97-5
2-pyrazylcarboxylic acid

: 98-96-4
pyrazinamide

Conditions

Conditions	Yield
With ammonium hydroxide In water at 20℃; for 12h;	95%
With ammonium cerium(IV) nitrate; urea for 0.0166667h; microwave irradiation;	90%
Stage #1: 2-pyrazylcarboxylic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 25℃; for 1.5h; Inert atmosphere; Stage #2: With ammonium hydroxide In tetrahydrofuran at 0 - 25℃; for 0.166667h; Inert atmosphere;	75%

: 290-37-9
1,4-pyrazine

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 98-96-4
pyrazinamide

Conditions

Conditions	Yield
With dipotassium peroxodisulfate at 70℃; for 12h;	86%
With sulfuric acid; dihydrogen peroxide; iron(II) sulfate at 60℃; for 4h;	96 % Turnov.
With N-hydroxyphthalimide; ammonium cerium(IV) nitrate; trifluoroacetic acid at 70℃; for 6h;

: 123-32-0
2,5-dimethyl-pyrazine

A: 98-96-4
pyrazinamide

B: 41110-27-4
2,5-pyrazinedicarboxamide

Conditions

Conditions	Yield
With ammonium hydroxide; air; antimony(III) trioxide; titanium(IV) oxide; molybdenum(VI) oxide at 440℃; Oxidation; ammonolysis; demethylation;	A 5% B 86%

: 123-32-0
2,5-dimethyl-pyrazine

A: 290-37-9
1,4-pyrazine

B: 109-08-0
2-Methylpyrazine

C: 98-96-4
pyrazinamide

D: 41110-27-4
2,5-pyrazinedicarboxamide

Conditions

Conditions	Yield
With ammonium hydroxide; air; antimony(III) trioxide; titanium(IV) oxide; molybdenum(VI) oxide at 420℃; Oxidation; ammonolysis; demethylation; Further byproducts given;	A 10% B 2% C 76% D 6%
With ammonium hydroxide; air; antimony(III) trioxide; titanium(IV) oxide; molybdenum(VI) oxide at 400℃; Product distribution; Further Variations:; Catalysts; Temperatures; Oxidation; ammonolysis; demethylation;	A 10% B 15% C 33% D 5%
With ammonium hydroxide; air; antimony(III) trioxide; titanium(IV) oxide; molybdenum(VI) oxide at 380℃; Oxidation; ammonolysis; demethylation; Further byproducts given;	A 5% B 28% C 21% D 5%

...Expand

: 56423-63-3
2-bromopyrazine

: 15226-74-1, 61091-28-9, 61117-58-6
dicobalt octacarbonyl

: 98-96-4
pyrazinamide

Conditions

Conditions	Yield
With 1H-imidazole; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; ammonium chloride; N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 90℃; for 3h; Sealed tube;	74%

: 19847-12-2
2-pyrazine carbonitrile

: 64-17-5
ethanol

A: 98-96-4
pyrazinamide

B: 1339045-85-0
ethyl pyrazine-2-carbimidate hydrochloride

C: 6924-68-1
ethyl 2-pyrazinecarboxylate

Conditions

Conditions	Yield
With hydrogenchloride Cooling with ice;	A 30% B 65% C 5%

...Expand

: 123-32-0
2,5-dimethyl-pyrazine

A: 290-37-9
1,4-pyrazine

B: 98-96-4
pyrazinamide

C: 5521-57-3
5‐methylpyrazine-2-carboxamide

D: 41110-27-4
2,5-pyrazinedicarboxamide

Conditions

Conditions	Yield
With ammonium hydroxide; air; antimony(III) trioxide; titanium(IV) oxide; molybdenum(VI) oxide at 400℃; Oxidation; ammonolysis; demethylation;	A 2% B 5% C 32% D 51%

...Expand

: 2423-84-9
Pyrazin-N.N'-dioxyd

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 98-96-4
pyrazinamide

Conditions

Conditions	Yield
at 200 - 210℃; for 1h; Product distribution;	29%
at 200 - 210℃; for 1h;	29%

: 19847-12-2
2-pyrazine carbonitrile

A: 98-96-4
pyrazinamide

B: 32046-03-0
2-Cyanopyrazine 1-Oxide

Conditions

Conditions	Yield
With potassium peroxomonosulphate In sulfuric acid for 16h; Ambient temperature;	A 8% B 18%

: 6164-79-0
methyl pyrazine-2-carboxylate

: 98-96-4
pyrazinamide

Conditions

Conditions	Yield
With methanol; ammonia
With ammonia In methanol

: 67367-37-7
3-amidecarbonylpyrazine-2-carboxylic acid

: 98-96-4
pyrazinamide

: 89-01-0
2,3-dicarboxypyrazine

: 57-13-6
urea

: 98-96-4
pyrazinamide

: 34569-20-5
N-benzenesulfonyl-N'-pyrazinecarbonyl-hydrazine

: 107-21-1
ethylene glycol

Na2CO3: Na2CO3

A: 98-97-5
2-pyrazylcarboxylic acid

B: 98-96-4
pyrazinamide

C: 54571-25-4
N,N'-bis-(pyrazine-2-carbonyl)-hydrazine

D: 882-33-7
diphenyldisulfane

Conditions

Conditions	Yield
at 160℃;

...Expand

: 13925-00-3
2-ethylpyrazine

: 98-96-4
pyrazinamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium permanganate / H2O / 20 °C 2: HCl 3: ammonia / methanol View Scheme

: 4744-50-7
2,3-pyrazinedicarboxylic anhydride

: 98-96-4
pyrazinamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 3: methanol; NH3 View Scheme

: 89-01-0
2,3-dicarboxypyrazine

: 98-96-4
pyrazinamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 210 °C / 3 - 4 Torr 2: HCl 3: methanol; NH3 View Scheme

: 73763-86-7
3-[(methyloxy)carbonyl]-2-pyrazinecarboxylic acid

: 98-96-4
pyrazinamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: methanol; NH3 View Scheme

: 109-08-0
2-Methylpyrazine

A: 290-37-9
1,4-pyrazine

B: 19847-12-2
2-pyrazine carbonitrile

C: 98-96-4
pyrazinamide

Conditions

Conditions	Yield
With La doped V2O5 Gas phase;	A n/a B 86 %Chromat. C n/a

...Expand

: 19847-10-0
pyrazinoyl chloride

: 98-96-4
pyrazinamide

Conditions

Conditions	Yield
With ammonium hydroxide In tetrahydrofuran at 20℃; for 2h;

: 98-96-4
pyrazinamide

: 7789-45-9
copper(ll) bromide

: di-μ2-bromidobis(pyrazinamide)copper(II)

Conditions

Conditions	Yield
In water at 20℃;	99.5%

: 98-96-4
pyrazinamide

: bis[2-(2,4-difluorophenyl)pyridinato-N,C6']iridium(III) chloride dimer

: 866186-25-6
Ir(C5H4NC6H2F2)2C4H3N2CONH

Conditions

Conditions	Yield
With Na2CO3 In not given Ir-complex reacted with ligand in the presence of Na2CO3;	99%

: 98-96-4
pyrazinamide

: copper dichloride

: di-μ2-chloridobis(pyrazinamide)copper(II)

Conditions

Conditions	Yield
In water at 20℃;	98.6%

: 98-96-4
pyrazinamide

: 74-88-4
methyl iodide

: 58219-37-7
3-carbamoyl-1-methyl-pyrazinium; iodide

Conditions

Conditions	Yield
In dimethyl sulfoxide at 50℃; for 24h;	98%

: 98-96-4
pyrazinamide

: 100-46-9
benzylamine

: 347368-07-4
pyrazine-2-carboxylic acid benzylamide

Conditions

Conditions	Yield
With nanosized zeolite beta In neat (no solvent) at 135℃; for 24h;	96%

: 98-96-4
pyrazinamide

: 84501-64-4
2-aminocarbonylpiperazine

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethanol; water at 100℃; Pressure; Temperature; Solvent; Time;	95%
With hydrogen; palladium on activated charcoal In ethanol at 85℃; under 15001.2 Torr; for 5h;	82.2%
With hydrogen; palladium dihydroxide In ethanol; water at 50℃; under 2585.7 Torr; for 2h;	64%
With palladium on activated charcoal; ethanol Hydrogenation;

: 98-96-4
pyrazinamide

: 111-86-4
n-Octylamine

: 445288-81-3
pyrazine-2-carboxylic acid octylamide

Conditions

Conditions	Yield
With Fe3+ exchanged montmorillonite K-10 In neat (no solvent) at 140℃; for 30h; Inert atmosphere;	95%
With cerium(IV) oxide at 160℃; for 33h; Neat (no solvent); Inert atmosphere;	87 %Chromat.

: 98-96-4
pyrazinamide

: 79999-47-6
tri-O-(tert-butyldimethylsilyl)-D-glucal

: 862252-49-1
N-[3,4,6-tris(O-tert-butyldimethylsilyl)-2-deoxy-2-iodo-α-D-mannopyranosyl]pyrazincarboxamide

Conditions

Conditions	Yield
With N-iodo-succinimide In propiononitrile at 45℃; for 2h; Inert atmosphere; Molecular sieve; Darkness; stereoselective reaction;	93%

: 915302-21-5
2-chloropyrido[3,2-d]pyrimidine

: 98-96-4
pyrazinamide

: 1189147-59-8
N-(pyrido[3,2-d]pyrimidin-2-yl)pyrazine-2-carboxamide

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane for 0.333333h; Inert atmosphere; Reflux;	92%

: 98-96-4
pyrazinamide

: 99-50-3
3,4-Dihydroxybenzoic acid

: C7H6O4*C5H5N3O

Conditions

Conditions	Yield
In methanol at 20℃; for 168h;	92%

: 98-96-4
pyrazinamide

: 99-06-9
3-Carboxyphenol

: pyrazinamide-3-hydroxybenzoic acid

Conditions

Conditions	Yield
In methanol at 20℃; for 168h;	91%

: 98-96-4
pyrazinamide

: 6155-57-3
sodium saccharinate dihydrate

: silver nitrate

: Ag2(saccharinate)2(pyrazine-2-carboxamide)2

Conditions

Conditions	Yield
In water; acetonitrile solid Na(sac)*2H2O mixed with 1 equiv. of AgNO3 in H2O, pptd., dissolvedin CH3CN, treated with 1 equiv. of pyrazine-2-carboxamide, stirred at 5 0°C for 45 min; crystd. at room temp., elem. anal.;	90%

...Expand

: 98-96-4
pyrazinamide

: 99-96-7
4-hydroxy-benzoic acid

: C5H5N3O*C7H6O3

Conditions

Conditions	Yield
In methanol at 20℃; for 168h;	87%

: 98-96-4
pyrazinamide

: 7585-39-9
β‐cyclodextrin

: C42H70O35*C5H5N3O

Conditions

Conditions	Yield
In water at -5 - 100℃;	85.37%

: 98-96-4
pyrazinamide

: 19847-12-2
2-pyrazine carbonitrile

Conditions

Conditions	Yield
With trichlorophosphate at 100℃; for 1.5h;	85%
at 325℃; for 1h; Temperature;	85%
With ethyl phosphodichloridite; 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 3h;	73%

: 98-96-4
pyrazinamide

: 79999-47-6
tri-O-(tert-butyldimethylsilyl)-D-glucal

: pyrazine-2-carboxylic acid [4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-3-iodo-tetrahydro-pyran-2-yl]-amide

Conditions

Conditions	Yield
With N-iodo-succinimide In N,N-dimethyl-formamide	85%

: 98-96-4
pyrazinamide

: 50-00-0
formaldehyd

: 38212-33-8
4-(4-chlorophenyl) piperazine

: pyrazine-2-carboxylic acid [4-(4-chloro-phenyl)-piperazin-1-ylmethyl]-amide

Conditions

Conditions	Yield
In ethanol for 0.0333333h; Mannich reaction; microwave irradiation;	85%

...Expand

: 98-96-4
pyrazinamide

: 7791-07-3
sodium perchlorate monohydrate

: 20023-19-2, 224056-22-8
{CoCl2(tris(2-aminoethyl)amine)}Cl

: 7732-18-5
water

: [Co(tris(2-aminoethyl)amine)(pyrazine-2-carboxylato)][ClO4]2*2H2O

Conditions

Conditions	Yield
With LiOH In methanol; water aq/ soln. of Co compd. treated with LiOH (pH 7.5), ligand in MeOH added,heated at 60°C for 5 h, aq. soln. of excess NaClO4 added; crystd. on storage at room temp. for several d, elem. anal.;	85%

...Expand

: 98-96-4
pyrazinamide

: tetrachloroplatinum(II)

: [Pt(2-pyrazinecarboxamide)2]Cl2

Conditions

Conditions	Yield
In ethanol	85%

: 98-96-4
pyrazinamide

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 7732-18-5
water

: 6046-93-1
copper(II) acetate monohydrate

: {[Cu(pyrazinecarboxamide)(dipicolinate)(H2O)].H2O}

Conditions

Conditions	Yield
Stage #1: pyrazinamide; water; copper(II) acetate monohydrate at 20℃; for 0.5h; Stage #2: Pyridine-2,6-dicarboxylic acid Heating;	85%

...Expand

: 98-96-4
pyrazinamide

: 18960-19-5
1,4-dioxopyrazinamide

Conditions

Conditions	Yield
With acetic acid; 3-chloro-benzenecarboperoxoic acid In ethyl acetate at 0 - 20℃; for 24h; Temperature; Reagent/catalyst;	84.37%

: 98-96-4
pyrazinamide

: zinc(II) nitrate hexahydrate

: 1934-75-4
sodium dicyanamide

: {[Zn(l1,5-dicyanamide)2(pyrazinamide)2](pyrazinamide)2}n

Conditions

Conditions	Yield
Stage #1: pyrazinamide; zinc(II) nitrate hexahydrate In water for 0.166667h; Stage #2: sodium dicyanamide In water for 0.5h;	84%

...Expand

: 98-96-4
pyrazinamide

: chloro(aquo)bis(dimethylglyoximate)cobalt(III)

: 1218819-93-2
trans-chlorobis(dimethylglyoximato)(pyrazine-2-carboxamide-κN(4))cobalt(III)

Conditions

Conditions	Yield
In methanol soln. of pyrazinecarboxamide in MeOH added to warm soln. of Co complex in MeOH/H2O (1/1), soln. slowly cooled to room temp.; crystals isolated; elem. anal.;	83%

Pyrazinamide Chemical Properties

IUPAC Name: Pyrazine-2-carboxamide
Molecular Formula: C₅H₅N₃O
Molecular Weight: 123.11 g/mol
SMILES: c1(cnccn1)C(N)=O
InChI: InChI=1/C5H5N3O/c6-5(9)4-3-7-1-2-8-4/h1-3H,(H2,6,9)
EINECS: 202-717-6
Classification Code: Anti-Bacterial Agents; Anti-Infective Agents; Antibacterial [tuberculostatic]; Antitubercular agents; Drug / Therapeutic Agent; Human Data; Mutation data; Tumor data
Product Categories: Drug bulk; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Pyrazines, Pyrimidines & Pyridazines; Antitubercular; Pyrazinamide; Pyrazines; Chloropyrazines, etc.; Amide; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals; Pyrazines, Pyrimidines & Pyridazines
Index of Refraction: 1.577
Molar Refractivity: 31.36 cm³
Molar Volume: 94.5 cm³
Polarizability: 12.43×10^-24 cm³
Surface Tension: 66.4 dyne/cm
Density: 1.301 g/cm³
Flash Point: 169.9 °C
Enthalpy of Vaporization: 60.28 kJ/mol
Boiling Point: 357.4 °C at 760 mmHg
Melting Point: 189-191 °C(lit.)
Water Solubility: 15 mg/mL
Vapour Pressure of Pyrazinamide (CAS NO.98-96-4): 2.74E-05 mmHg at 25 °C

Pyrazinamide Uses

Pyrazinamide is a drug used to treat tuberculosis. The drug is largely bacteriostatic, but can be bacteriocidal on actively replicating tuberculosis bacteria.

Pyrazinamide Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	1680mg/kg (1680mg/kg)		Chemotherapia. Vol. 5, Pg. 39, 1962.
mouse	LD50	subcutaneous	2973mg/kg (2973mg/kg)		Drugs in Japan Vol. -, Pg. 1038, 1995.
mouse	LDLo	oral	3gm/kg (3000mg/kg)	BEHAVIORAL: EXCITEMENT BEHAVIORAL: ATAXIA	American Review of Tuberculosis. Vol. 70, Pg. 423, 1954.
rat	LDLo	oral	3gm/kg (3000mg/kg)	BEHAVIORAL: EXCITEMENT BEHAVIORAL: ATAXIA	American Review of Tuberculosis. Vol. 70, Pg. 423, 1954.
women	TDLo	oral	10mg/kg (10mg/kg)	VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION	JAMA, Journal of the American Medical Association. Vol. 127, Pg. 1356, 1997.

Pyrazinamide Safety Profile

Hazard Codes: F, Corrosive C
Risk Statements: 11-34
R11:Highly flammable.
R34:Causes burns.
Safety Statements: 22-24/25-45-36/37/39-26-16
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S16:Keep away from sources of ignition.
WGK Germany: 3
RTECS of Pyrazinamide (CAS NO.98-96-4): UQ2275000

Pyrazinamide Specification

Pyrazinamide (CAS NO.98-96-4), its Synonyms are 2-Carbamylpyrazine ; 2-Pyrazinecarboxamide ; Aldinamid ; Aldinamide ; Eprazin ; Farmizina ; Pyrazinecarboxylic acid amide ; Pyrazinoic acid amide ; Tebrazid ; Unipyranamide ; Zinamide . It is white powder.

Product Name

Pyrazinamide

Synthetic route

Pyrazinamide Chemical Properties

Pyrazinamide Uses

Pyrazinamide Toxicity Data With Reference

Pyrazinamide Safety Profile

Pyrazinamide Specification

Related Products

Hot Products