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Antibiotics and anti-infectives

Cycloserine

Also known as D-cycloserine, Seromycin, orientomycin

CAS 68-41-7Formula C3H6N2O2Molar mass 102.09 g/molEC 200-688-4
GHS signal word: Warning. Pictograms: Harmful or irritant 104 suppliers listed Drug substance
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Cycloserine chemical structure, C3H6N2O2, CAS 68-41-7
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
Crystals
Melting point
155 to 156
Solubility
SOL IN WATER, SLIGHTLY SOL IN METHANOL, PROPYLENE GLYCOL
HS code
294190
Category
Antibiotics and anti-infectives
Illustrative photo, a shrink wrapped pallet of kraft paper sacks in a chemical plant
Typical packagingIllustrative packaging image, not the actual product

What is Cycloserine?

Plain description, key identifiers and synonyms

D-cycloserine is a 4-amino-1,2-oxazolidin-3-one that has R configuration. It is an antibiotic produced by Streptomyces garyphalus or S. orchidaceus and is used as part of a multi-drug regimen for the treatment of tuberculosis when resistance to, or toxicity from, primary drugs has developed. An analogue of D-alanine, it interferes with bacterial cell wall synthesis in the cytoplasm by competitive inhibition of L-alanine racemase (which forms D-alanine from L-alanine) and D-alanineD-alanine ligase (which incorporates D-alanine into the pentapeptide required for peptidoglycan formation and bacterial cell wall synthesis). It has a role as a metabolite, an antitubercular agent, an antimetabolite, an antiinfective agent and a NMDA receptor agonist. It is a 4-amino-1,2-oxazolidin-3-one, an organonitrogen heterocyclic antibiotic and an organooxygen heterocyclic antibiotic. It is a conjugate base of a D-cycloserine(1+). It is an enantiomer of a L-cycloserine. It is a tautomer of a D-cycloserine zwitterion.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(4R)-4-amino-1,2-oxazolidin-3-one
CAS number
68-41-7 CAS number cross-checked
EC number
200-688-4
Molecular formula
C3H6N2O2
UNII
95IK5KI84Z
MDL number
MFCD00005353
InChIKey
DYDCUQKUCUHJBH-UWTATZPHSA-N
InChI
InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1
Canonical SMILES
NC1CONC1=O
Isomeric SMILES
C1[C@H](C(=O)NO1)N

Synonyms

  • D-cycloserine
  • Seromycin
  • orientomycin
  • Oxamycin
  • Cyclo-D-serine
  • Cicloserina
  • Farmiserina
  • Cyclorin
  • Tisomycin
  • Wasserina
  • Miroseryn
  • Closina
  • D-4-amino-3-isoxazolidinone
  • Cycloserinum
  • (4R)-4-amino-1,2-oxazolidin-3-one
  • alpha-Cycloserine
  • Novoserin
  • (+)-4-Amino-3-isoxazolidinone
  • D-4-amino-3-isoxazolidone
  • (+)-Cycloserine
  • (4R)-4-aminoisoxazolidin-3-one
  • PA 94
  • D-(+)-Cycloserine
  • 3-Isoxazolidinone, 4-amino-, (R)-
  • 3-Isoxazolidinone, 4-amino-, d-
Show all 38 synonyms
  • 3-Isoxazolidinone, 4-amino-, (+)-
  • R-4-Amino-3-isoxazolidinone
  • (4R)-4-azaniumyl-4,5-dihydro-1,2-oxazol-3-olate
  • (R)-4-Aminoisoxazolidin-3-one
  • Miroserina
  • Tebemicina
  • Oxamicina
  • 3-Isoxazolidinone, 4-amino-, (4R)-
  • Cycloserin
  • Micoserina
  • (R)-4-Amino-isoxazolidin-3-one
  • D-Oxamycin
  • D-CS

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.
Odour
ODORLESS OR HAS FAINT ODORexp.
Melting point
155 to 156exp.
Solubility
SOL IN WATER, SLIGHTLY SOL IN METHANOL, PROPYLENE GLYCOLexp.

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
102.09 g/molcalc.
Exact mass
102.0429 Dacalc.
LogP (octanol/water)
-1.62calc.
Topological polar surface area
64.35 Ųcalc.
Hydrogen bond donors
2calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
0calc.
Heavy atoms
7calc.
Rings
1calc.
Aromatic rings
0calc.
Fraction sp3 carbons
0.67calc.
Formal charge
0calc.
Stereocentres
1calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C1CCON1

O=C1CCON1

1 ring, 6 atoms, the 3-Isoxazolidinone ring system.

140 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H302Harmful if swallowed.
  • H315Causes skin irritation.
  • H319Causes serious eye irritation.
  • H332Harmful if inhaled.
  • H335May cause respiratory irritation.
Precautionary statements (20)
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P264Wash skin thoroughly after handling.
  • P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
  • 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.
  • P301 + P317If swallowed: Get medical help.
  • P302 + P352If on skin: Wash with plenty of water.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
  • P317Get medical help.
  • P319Get medical help if you feel unwell.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P332 + P317If skin irritation occurs: Get medical help.
  • P337 + P317If eye irritation persists: Get medical help.
  • 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 aid

Cycloserine suppliers

Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings

All 104 suppliers
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Where suppliers are based

104 suppliers in 18 countries

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Cycloserine 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

In the treatment of nocardiosis, sulfonamides have been used with cycloserine.

Pharmacological actions

  • Anti-Infective Agents, Urinary
  • Antibiotics, Antitubercular
  • Antimetabolites

Roles

  • NMDA receptor agonist
  • analgesic
  • antibacterial agent
  • antibacterial drug
  • antidepressant
  • antiinfective agent
  • antimetabolite
  • antimicrobial agent
  • antimicrobial drug
  • antimycobacterial drug
  • antipsychotic agent
  • antitubercular agent
  • anxiolytic drug
  • central nervous system depressant
  • central nervous system drug
  • excitatory amino acid agonist
  • metabolite
  • neuroprotective agent
  • neurotransmitter agent
  • pharmaceutical
  • protective agent
  • psychotropic drug
  • tranquilizing drug

Pharmacology

Cycloserine is an analogue of the amino acid D-alanine with broad-spectrum antibiotic and glycinergic activities. D-cycloserine interferes with bacterial cell wall synthesis by competitively inhibiting two enzymes, L-alanine racemase and D-alanine:D-alanine ligase, thereby impairing peptidoglycan formation necessary for bacterial cell wall synthesis. This agent may be bactericidal or bacteriostatic, depending on its concentration at the infection site and the susceptibility of the organism. In addition, D-cycloserine is an excitatory amino acid and partial agonist at the glycine binding site of the NMDA receptor in the central nervous system (CNS), binding to the central NMDA receptor may result in amelioration of neuropathic pain.

How it is made

Antibiotic substance produced by streptomyces garyphalussive orchidaceus.

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • Active ingredient in FDA approved drug labels

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Cycloserine is traded under.

HS 2941.90Indicative HS code

Antibiotics, other

World exports in 2024
$6.39B
+2.3% vs 2023, imports $6.97B
2019 to 2024
Top exporters
  1. China39.7%
  2. United States11.3%
  3. Switzerland * partner reported10.9%
Top importers
  1. Italy15.0%
  2. India * partner reported12.0%
  3. China8.7%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Cycloserine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Cycloserine, based on the data on this page

What is Cycloserine?

D-cycloserine is a 4-amino-1,2-oxazolidin-3-one that has R configuration. It is an antibiotic produced by Streptomyces garyphalus or S. orchidaceus and is used as part of a multi-drug regimen for the treatment of tuberculosis when resistance to, or toxicity from, primary drugs has developed.

What is the CAS number of Cycloserine?

The CAS registry number of Cycloserine is 68-41-7.

What is the molecular formula and weight of Cycloserine?

The molecular formula of Cycloserine is C3H6N2O2 and its molar mass is 102.09 g/mol.

What is Cycloserine used for?

In the treatment of nocardiosis, sulfonamides have been used with cycloserine.

Is Cycloserine hazardous?

Cycloserine carries the GHS signal word "Warning". Main hazards: harmful if swallowed, causes skin irritation, causes serious eye irritation. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Cycloserine?

Cycloserine is usually classified under HS code 294190 (Antibiotics, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Cycloserine?

CompoundList lists 104 suppliers of Cycloserine in United States, China, India, Germany and 14 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Cycloserine in India?

10 suppliers in India list Cycloserine on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Cycloserine?

Suppliers quote Cycloserine on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Cycloserine

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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