Pyrazinamide
Also known as pyrazinecarboxamide, pyrazine-2-carboxamide, Aldinamide
Key facts
What buyers check first
- Appearance
- Crystals
- Melting point
- 192 °C
- Boiling point
- SUB
- Solubility
- In water, 15 mg/ml @ 25 °C
- HS code
- 293399
- Category
- Antibiotics and anti-infectives

What is Pyrazinamide?
Plain description, key identifiers and synonyms
Pyrazinecarboxamide is a monocarboxylic acid amide resulting from the formal condensation of the carboxy group of pyrazinoic acid (pyrazine-2-carboxylic acid) with ammonia. A prodrug for pyrazinoic acid, pyrazinecarboxamide is used as part of multidrug regimens for the treatment of tuberculosis. It has a role as an antitubercular agent and a prodrug. It is a monocarboxylic acid amide, a member of pyrazines and a N-acylammonia.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- pyrazine-2-carboxamide
- CAS number
- 98-96-4 CAS number cross-checked
- EC number
- 202-717-6
- Molecular formula
- C5H5N3O
- UNII
- 2KNI5N06TI
- MDL number
- MFCD00006132
- InChIKey
- IPEHBUMCGVEMRF-UHFFFAOYSA-N
- InChI
- InChI=1S/C5H5N3O/c6-5(9)4-3-7-1-2-8-4/h1-3H,(H2,6,9)
- SMILES (canonical and isomeric)
- C1=CN=C(C=N1)C(=O)N
Synonyms
- pyrazinecarboxamide
- pyrazine-2-carboxamide
- Aldinamide
- Zinamide
- pyrazinoic acid amide
- Aldinamid
- Farmizina
- Pirazimida
- Pirazinamid
- Unipyranamide
- Eprazin
- Novamid
- Tebrazid
- Pyrafat
- pyrazine carboxylamide
- Pyrazineamide
- Isopas
- 2-Carbamylpyrazine
- Pyrazinecarboxylic acid amide
- Pirazinamida
- Pyrazinamidum
- Pyrazide
- Rozide
- Pirazinamide
- Pyrazine carboxamide
Show all 37 synonymsShow fewer synonyms
- pyramizade
- MK 56
- pyrazine-2-carboximidic acid
- 5-25-04-00178 (Beilstein Handbook Reference)
- alpha-pyrazinamide
- pyrazinamide tablet
- Pirilene
- 2-Pyrazinecarboxamide
- PZA
- Tisamid
- Piraldina
- Pyrazinamide (Pyrazinoic acid amide)
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Crystalsexp.Measured value |
|---|---|
| Melting point | 192 °Cexp.Measured value |
| Boiling point | SUBexp.Measured value |
| Solubility | In water, 15 mg/ml @ 25 °Cexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 123.12 g/molcalc.Computed value |
|---|---|
| Exact mass | 123.0433 Dacalc.Computed value |
| LogP (octanol/water) | -0.42calc.Computed value |
| Topological polar surface area | 68.87 Ųcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 3calc.Computed value |
| Rotatable bonds | 1calc.Computed value |
| Heavy atoms | 9calc.Computed value |
| Rings | 1calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H310Fatal in contact with skin.
- H315Causes skin irritation.
- H330Fatal if inhaled.
Precautionary statements (18)
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P262Do not get in eyes, on skin, or on clothing.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P284In case of inadequate ventilation wear respiratory protection.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P316Get emergency medical help immediately.
- P320Specific treatment is urgent (see supplemental first aid instructions on the label).
- P321Specific treatment (see supplemental first aid instructions on the label).
- P332 + P317If skin irritation occurs: Get medical help.
- P361 + P364Take off immediately all contaminated clothing. And wash it before reuse.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidPyrazinamide suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- India, Mumbai ManufacturerUnclaimed profilePyrazinamideGrade, purity and minimum order on requestPrice on request
- China, HangzhouUnclaimed profilePyrazinamideGrade, purity and minimum order on requestPrice on request
- Belgium, Mont-Saint-GuibertUnclaimed profilePyrazinamideGrade, purity and minimum order on requestPrice on request
- United StatesUnclaimed profilePyrazinamideGrade, purity and minimum order on requestPrice on request
- China, ShanghaiUnclaimed profilePyrazinamideGrade, purity and minimum order on requestPrice on request
- China, TaizhouUnclaimed profilePyrazinamideGrade, purity and minimum order on requestPrice on request
- United States ManufacturerUnclaimed profilePyrazinamideGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profilePyrazinamideGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profilePyrazinamideGrade Pharma (USP)Price on request
- India, Patancheru ManufacturerUnclaimed profilePyrazinamideGrade Pharma (USP)Price on request
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Where suppliers are based
131 suppliers in 23 countries
- United States40
- China34
- India19
- United Kingdom6
- Germany5
- Hong Kong4
- and 17 more countries
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Pyrazinamide price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Antibacterial (tuberculostatic).
Pyrazinamide is a bactericidal antitubercular agent that is used in combination with other antitubercular agents, especially in developing nations. ... In the US, pyrazinamide is generally reserved for combination use in patients infected with drug-resistant strains.
Industries and functions
Pharmacological actions
- Antitubercular Agents
Roles
- anti-HIV agent
- antibacterial agent
- antibacterial drug
- antiinfective agent
- antimicrobial agent
- antimicrobial drug
- antimycobacterial drug
- antitubercular agent
- antiviral agent
- pharmaceutical
- pro-agent
- prodrug
Pharmacology
Pyrazinamide is an Antimycobacterial.
How it is made
Quinoxaline + ammonia (side-chain oxidation/decarboxylation/amide formation)
Prepd by ammonolysis of methyl pyrazinoate (from quinoxaline): Dalmer, Walter, Ger. Pat. 632,257 (1936 to E. Merck), Brit. Pat. 451,304, U.S. pat. 2,149,279 (1939 to Merck & Co.), Hall, Spoerri, J. Am. Chem. Soc. 62, 664 (1940), Williams, Kushner, U.S. pat. 2,677,641 (1954 to Am Cyanamid), by thermal decarboxylation of pyrazine-2-carboxamide-3-carboxylic acid: Webb, Arlt, U.S. pat. 2,780,624 (1957 to Am. Cyanamid).
Prepn: O. Dalmer, E. Walter, DE 632257 (1936 to E. Merck), eidem, US 2149279 (1939 to Merck & Co.)
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
United States
- TSCA inventory (USA)Status: Inactive in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Pyrazinamide is traded under.
Heterocyclic compounds with nitrogen hetero-atom(s) only, other
- Slovenia31.7%
- Italy24.2%
- United States5.0%
* Partner reported figures, a lower bound.
The HS code shown for Pyrazinamide is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Pyrazinamide, based on the data on this page
What is Pyrazinamide?
What is the CAS number of Pyrazinamide?
What is the molecular formula and weight of Pyrazinamide?
What is Pyrazinamide used for?
Is Pyrazinamide hazardous?
What is the HS code of Pyrazinamide?
Where can I buy Pyrazinamide?
Where can I buy Pyrazinamide in India?
What is the price of Pyrazinamide?
Guides for buyers
Practical guides that help when you source, ship or handle Pyrazinamide
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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