pyrazinamide

Modify Date: 2026-07-08 13:57:07

pyrazinamide structure	Common Name	pyrazinamide
	CAS Number	98-96-4	Molecular Weight	123.113
	Density	1.4±0.1 g/cm3	Boiling Point	273.3±43.0 °C at 760 mmHg
	Molecular Formula	C₅H₅N₃O	Melting Point	189-191 °C(lit.)
	MSDS	Chinese USA	Flash Point	119.1±28.2 °C

Use of pyrazinamide

Pyrazinamide is a pyrazine that is used therapeutically as an antitubercular agent.Target: AntibacterialPyrazinamide is a prodrug that stops the growth of Mycobacterium tuberculosis. Pyrazinoic acid was thought to inhibit the enzyme fatty acid synthase (FAS) I, which is required by the bacterium to synthesise fatty acids although this has been discounted. It was also suggested that the accumulation of pyrazinoic acid disrupts membrane potential and interferes with energy production, necessary for survival of M. tuberculosis at an acidic site of infection. Pyrazinoic acid binds to the ribosomal protein S1 (RpsA) and inhibits trans-translation. This may explain the ability of the drug to kill dormant mycobacteria [1-4].

Summary: Pyrazinamide, also known as pyrazinecarboxamide, CAS number 98-96-4, has a molecular formula of C5H5N3O and a molecular weight of 123.113. It appears as transparent to gray-white crystalline powder, with a melting point of 189-191°C. For research-use only, not for medical or clinical usage.

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name	pyrazinecarboxamide
Synonym	More Synonyms

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description	Pyrazinamide is a pyrazine that is used therapeutically as an antitubercular agent.Target: AntibacterialPyrazinamide is a prodrug that stops the growth of Mycobacterium tuberculosis. Pyrazinoic acid was thought to inhibit the enzyme fatty acid synthase (FAS) I, which is required by the bacterium to synthesise fatty acids although this has been discounted. It was also suggested that the accumulation of pyrazinoic acid disrupts membrane potential and interferes with energy production, necessary for survival of M. tuberculosis at an acidic site of infection. Pyrazinoic acid binds to the ribosomal protein S1 (RpsA) and inhibits trans-translation. This may explain the ability of the drug to kill dormant mycobacteria [1-4].
Related Catalog	Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Anti-infection >> Bacterial Research Areas >> Infection
References	[1]. Zhang, Y. and D. Mitchison, The curious characteristics of pyrazinamide: a review. Int J Tuberc Lung Dis, 2003. 7(1): p. 6-21. [2]. Zimhony, O., et al., Pyrazinamide inhibits the eukaryotic-like fatty acid synthetase I (FASI) of Mycobacterium tuberculosis. Nat Med, 2000. 6(9): p. 1043-7. [3]. Boshoff, H.I., V. Mizrahi, and C.E. Barry, 3rd, Effects of pyrazinamide on fatty acid synthesis by whole mycobacterial cells and purified fatty acid synthase I. J Bacteriol, 2002. 184(8): p. 2167-72. [4]. Shi, W., et al., Pyrazinamide inhibits trans-translation in Mycobacterium tuberculosis. Science, 2011. 333(6049): p. 1630-2.

Description

Related Catalog

Signaling Pathways >> Autophagy >> Autophagy

Signaling Pathways >> Anti-infection >> Bacterial

Research Areas >> Infection

References

[1]. Zhang, Y. and D. Mitchison, The curious characteristics of pyrazinamide: a review. Int J Tuberc Lung Dis, 2003. 7(1): p. 6-21.

[2]. Zimhony, O., et al., Pyrazinamide inhibits the eukaryotic-like fatty acid synthetase I (FASI) of Mycobacterium tuberculosis. Nat Med, 2000. 6(9): p. 1043-7.

[3]. Boshoff, H.I., V. Mizrahi, and C.E. Barry, 3rd, Effects of pyrazinamide on fatty acid synthesis by whole mycobacterial cells and purified fatty acid synthase I. J Bacteriol, 2002. 184(8): p. 2167-72.

[4]. Shi, W., et al., Pyrazinamide inhibits trans-translation in Mycobacterium tuberculosis. Science, 2011. 333(6049): p. 1630-2.

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density	1.4±0.1 g/cm3
Boiling Point	273.3±43.0 °C at 760 mmHg
Melting Point	189-191 °C(lit.)
Molecular Formula	C₅H₅N₃O
Molecular Weight	123.113
Flash Point	119.1±28.2 °C
Exact Mass	123.043259
PSA	68.87000
LogP	-0.83
Vapour Pressure	0.0±0.6 mmHg at 25°C
Index of Refraction	1.648
InChIKey	IPEHBUMCGVEMRF-UHFFFAOYSA-N
SMILES	NC(=O)c1cnccn1
Storage condition	-20°C Freezer
Water Solubility	15 mg/mL

This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.

pyrazinamide MSDS(Chinese)

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UQ2275000

CHEMICAL NAME :: Pyrazinecarboxamide

CAS REGISTRY NUMBER :: 98-96-4

BEILSTEIN REFERENCE NO. :: 0112306

LAST UPDATED :: 199806

DATA ITEMS CITED :: 16

MOLECULAR FORMULA :: C5-H5-N3-O

MOLECULAR WEIGHT :: 123.13

WISWESSER LINE NOTATION :: T6N DNJ BVZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 10 mg/kg

TOXIC EFFECTS :: Vascular - BP elevation not characterized in autonomic section

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3 gm/kg

TOXIC EFFECTS :: Behavioral - excitement Behavioral - ataxia

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3 gm/kg

TOXIC EFFECTS :: Behavioral - excitement Behavioral - ataxia

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1680 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2973 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 90 gm/kg/90D-I

TOXIC EFFECTS :: Liver - hepatitis (hepatocellular necrosis), zonal

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 328 gm/kg/78W-C

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Blood - lymphoma, including Hodgkin's disease

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 756 gm/kg/30W-C

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - tumors

TYPE OF TEST :: Mutation test systems - not otherwise specified

TYPE OF TEST :: Cytogenetic analysis

MUTATION DATA

TEST SYSTEM :: Rodent - mouse

DOSE/DURATION :: 500 mg/kg

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 321,1,1994 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X6080 No. of Facilities: 7 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 307 (estimated) No. of Female Employees: 251 (estimated)

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	F: Flammable;C: Corrosive;
Risk Phrases	R11
Safety Phrases	S22-S24/25
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	UQ2275000
HS Code	2933599090

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

This table lists upstream starting materials and downstream derivative products related to this chemical.

Precursor 10
CAS#:19847-12-2 Pyrazinecarbonitrile CAS#:19847-10-0 2-pyrazinecarbo... CAS#:306990-94-3 (1H-benzo[d][1,... CAS#:109-08-0 methylpyrazine
CAS#:64-17-5 Ethanol CAS#:123-32-0 2,5-Dimethylpyrazine CAS#:98-97-5 Pyrazine-2-carb... CAS#:6164-79-0 Methyl 2-pyrazi...
CAS#:290-37-9 Pyrazine CAS#:77287-34-4 (Z)-Methanimidi...
DownStream 10
CAS#:100828-16-8 (+/-)-2-HYDROXY... CAS#:4604-72-2 2-Pyrazinecarbo... CAS#:31321-68-3 2-Piperazinecar... CAS#:6863-74-7 6-chloropyrazin...
CAS#:36070-75-4 5-Chloro-2-pyra... CAS#:55557-52-3 3-Chlorpyrazin-... CAS#:59489-39-3 2-Amino-6-cyano... CAS#:147425-80-7 5-benzoylpyrazi...
CAS#:5049-61-6 Aminopyrazine CAS#:98-97-5 Pyrazine-2-carb...

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

HS Code	2934999090
Summary	2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

This table lists relevant public references with title, journal and publication metadata for this compound.

Cheminformatics analysis of assertions mined from literature that describe drug-induced liver injury in different species.

Chem. Res. Toxicol. 23 , 171-83, (2010)

Drug-induced liver injury is one of the main causes of drug attrition. The ability to predict the liver effects of drug candidates from their chemical structures is critical to help guide experimental...

Translating clinical findings into knowledge in drug safety evaluation--drug induced liver injury prediction system (DILIps).

J. Sci. Ind. Res. 65(10) , 808, (2006)

Drug-induced liver injury (DILI) is a significant concern in drug development due to the poor concordance between preclinical and clinical findings of liver toxicity. We hypothesized that the DILI typ...

Developing structure-activity relationships for the prediction of hepatotoxicity.

Chem. Res. Toxicol. 23 , 1215-22, (2010)

Drug-induced liver injury is a major issue of concern and has led to the withdrawal of a significant number of marketed drugs. An understanding of structure-activity relationships (SARs) of chemicals ...

This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Primary qHTS assay for inhibitors of alpha-synuclein gene (SNCA) expression
Source: NCGC
External Id: SNCA-p-activity-luciferase

Name: Cytochrome P450 Family 1 Subfamily A Member 2 (CYP1A2) small molecule antagonists: lu...
Source: 824
External Id: CYP273

Name: Antimicrobial activity against Mycobacterium tuberculosis H37Rv ATCC 27294 after 28 d...
Source: ChEMBL
Target: Mycobacterium tuberculosis
External Id: CHEMBL1798776

Name: Quantitative High-Throughput drug screen in 47 multiple myeloma cell lines against th...
Source: NCGC
Target: N/A
External Id: s-my-keats_OPM1-m4-1

Name: Quantitative High-Throughput drug screen in 47 multiple myeloma cell lines against th...
Source: NCGC
Target: N/A
External Id: s-my-OC1MY5-m4-1

Name: Increase the activity of the Burkholderia fixLJ 2-component system
Source: ICCB-Longwood/NSRB Screening Facility, Harvard Medical School
Target: Burkholderia multivorans
External Id: HMS1625

Name: Quantitative High-Throughput drug screen in 47 multiple myeloma cell lines against th...
Source: NCGC
Target: N/A
External Id: s-my-KMS_34-m4-1

Name: Quantitative High-Throughput drug screen in 47 multiple myeloma cell lines against th...
Source: NCGC
Target: N/A
External Id: s-my-keats_L363-m4-1

Name: Quantitative High-Throughput drug screen in 47 multiple myeloma cell lines against th...
Source: NCGC
Target: N/A
External Id: s-my-keats_OCIMY7-m4-1

Name: Quantitative High-Throughput drug screen in 47 multiple myeloma cell lines against th...
Source: NCGC
Target: N/A
External Id: s-my-MM1R-m4-1

Total 1430, Current Page 1 of 143

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

5-25-04-00178 (Beilstein Handbook Reference)

Pyrafat

2-Pyrazinecarboxamide

2-(Aminocarbonyl)pyrazine

pyrazinamide

Aldinamide

Zinamide

a-Pyrazinamide

pyrazinoic acid amide

Tebrazid

Aldinamid

MFCD00006132

pyrazinecarboxylic acid amide

Pyrazinecarboxamide

EINECS 202-717-6

Rifater

Pyrazinamide (TN)

pyrazine-2-carboxamide

pyrazine-2-carboxylic acid amide

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the LogP of pyrazinecarboxamide?

A: LogP of pyrazinecarboxamide is -0.83.

Q: What are the downstream products of pyrazinecarboxamide?

A: Related downstream products(CAS) of pyrazinecarboxamide: 100828-16-8;4604-72-2;31321-68-3;6863-74-7;36070-75-4;55557-52-3;59489-39-3;147425-80-7;5049-61-6;98-97-5.

Q: What is the molecular formula of pyrazinecarboxamide?

A: Molecular formula of pyrazinecarboxamide is C5H5N3O.

Q: What is the CAS number of pyrazinecarboxamide?

A: CAS number of pyrazinecarboxamide is 98-96-4.

Q: What English synonyms does pyrazinecarboxamide have?

A: English synonyms of pyrazinecarboxamide: 5-25-04-00178 (Beilstein Handbook Reference), Pyrafat, 2-Pyrazinecarboxamide, 2-(Aminocarbonyl)pyrazine, pyrazinamide, Aldinamide, Zinamide, a-Pyrazinamide, pyrazinoic acid amide, Tebrazid, Aldinamid, MFCD00006132, pyrazinecarboxylic acid amide, Pyrazinecarboxamide, EINECS 202-717-6, Rifater, Pyrazinamide (TN), pyrazine-2-carboxamide, pyrazine-2-carboxylic acid amide.

Q: What is the boiling point of pyrazinecarboxamide?

A: Boiling point of pyrazinecarboxamide is 273.3±43.0 °C at 760 mmHg.

Q: What is the English name of pyrazinecarboxamide?

A: The English name of pyrazinecarboxamide is pyrazinecarboxamide.

Q: What are the upstream materials of pyrazinecarboxamide?

A: Related upstream materials(CAS) of pyrazinecarboxamide: 19847-12-2;19847-10-0;306990-94-3;109-08-0;64-17-5;123-32-0;98-97-5;6164-79-0;290-37-9;77287-34-4.

Q: What are the storage conditions for pyrazinecarboxamide?

A: Storage conditions for pyrazinecarboxamide: -20°C Freezer.

Q: What is the SMILES notation of pyrazinecarboxamide?

A: SMILES notation of pyrazinecarboxamide is NC(=O)c1cnccn1.

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd

Dayang Chem (Hangzhou) Co., Ltd.

Henan Tianfu Chemical Co., Ltd.

Zhongshan Xingrui Chemical Co. , Ltd.

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.

Shanghai Nianxing Industrial Co., Ltd
China
Product Name: pyrazinamide
Price: Check
Purity: 98.0%
Delivery: 10 Day
Contact: Yang
Email: sales@echemcloud.com

Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: Pyrazinamide
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
Delivery: Inquiry
Contact: Ms Wang
Email: enquiry@dycnchem.com

Henan Tianfu Chemical Co., Ltd.
China
Product Name: Pyrazinamide
Price: $Inquiry/1kg $Inquiry/25kg $Inquiry/1000kg $Inquiry/10ton
Purity: 99.0%
Delivery: Inquiry
Contact: Anson
Email: info@tianfuchem.com

Zhongshan Xingrui Chemical Co. , Ltd.
China
Product Name: pyrazinamide
Price: ￥Inquiry/25kg
Purity: 99.0%
Delivery: Inquiry
Contact: Wang Jie
Email: 3096638339@qq.com

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