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Heterocyclic building blocks

Secobarbital

Also known as Secobarbitone, Quinalbarbitone, Seconal

CAS 76-73-3Formula C12H18N2O3Molar mass 238.29 g/molEC 200-982-2
GHS signal word: Danger. Pictograms: Acute toxicity (severe), Harmful or irritant Prohibited, not for trade
Why it is not for trade
Secobarbital chemical structure, C12H18N2O3, CAS 76-73-3
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
White, amorphous or crystalline powder
Melting point
100 °C
Solubility
Very slightly sol in water, freely sol in alc, ether, in soln of /fixed/ alkali hydroxid…
HS code
293353
Category
Heterocyclic building blocks

What is Secobarbital?

Plain description, key identifiers and synonyms

Secobarbital is a member of the class of barbiturates that is barbituric acid in which the hydrogens at position 5 are substituted by prop-2-en-1-yl and pentan-2-yl groups. It has a role as a sedative, a GABA modulator and an anaesthesia adjuvant. It is functionally related to a barbituric acid. It is a conjugate acid of a secobarbital(1-).

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
5-pentan-2-yl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione
CAS number
76-73-3 CAS number cross-checked
EC number
200-982-2
Molecular formula
C12H18N2O3
UNII
1P7H87IN75
InChIKey
KQPKPCNLIDLUMF-UHFFFAOYSA-N
InChI
InChI=1S/C12H18N2O3/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10(12)16/h5,8H,2,4,6-7H2,1,3H3,(H2,13,14,15,16,17)
SMILES (canonical and isomeric)
CCCC(C)C1(C(=O)NC(=O)NC1=O)CC=C

Synonyms

  • Secobarbitone
  • Quinalbarbitone
  • Seconal
  • Quinalbarbital
  • Evronal
  • Hypotrol
  • Meballymal
  • Immenox
  • Secobarbitalum
  • Somosal
  • (+-)-Secobarbital
  • Secobarbitale
  • Somatarax
  • 5-Allyl-5-(1-methylbutyl)barbituric acid
  • (RS)-Secobarbital
  • Secobarbital cii
  • 5-Allyl-5-(1-methylbutyl)malonylurea
  • Barbituric acid, 5-allyl-5-(1-methylbutyl)-
  • 5-pentan-2-yl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione
  • 5-Allyl-5-(1-methylbutyl)barbiturate
  • 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-methylbutyl)-5-(2-propenyl)-
  • 5-Allyl-5-(1-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione
  • Sodium quinalbarbitone
  • 5-(1-methylbutyl)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione
  • Secobarbital sodium free acid
Show all 36 synonyms
  • 5-allyl-5-(1-methylbutyl)pyrimidine-2,4,6(1H,3H,5H)-trione
  • 5-(pentan-2-yl)-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione
  • Imesonal
  • Trisomnin
  • secobarbital-natrium
  • Seotal
  • (+/-)-Secobarbital
  • Meballymalum
  • Hyptran
  • Sodium secobarbital
  • 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-methylbutyl)-5-(2-propen-1-yl)-

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
White, amorphous or crystalline powderexp.
Odour
ODORLESSexp.
Taste
Slightly bitterexp.
Melting point
100 °Cexp.
Solubility
Very slightly sol in water, freely sol in alc, ether, in soln of /fixed/ alkali hydroxides and carbonates, sol in chloroformexp.

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
238.29 g/molcalc.
Exact mass
238.1317 Dacalc.
LogP (octanol/water)
1.35calc.
Topological polar surface area
75.27 Ųcalc.
Hydrogen bond donors
2calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
5calc.
Heavy atoms
17calc.
Rings
1calc.
Aromatic rings
0calc.
Fraction sp3 carbons
0.58calc.
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=C1CC(=O)NC(=O)N1

O=C1CC(=O)NC(=O)N1

1 ring, 9 atoms, the Barbituric acid ring system.

747 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS06: Acute toxicity (severe)
Acute toxicity (severe)
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H301Toxic if swallowed.
  • H315Causes skin irritation.
  • H319Causes serious eye irritation.
  • H335May cause respiratory irritation.
Precautionary statements (19)
  • 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 + P316If swallowed: Get emergency medical help immediately.
  • 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.
  • 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

Secobarbital suppliers

Trading restrictions apply to this substance

Psychotropic substance

Secobarbital is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.

Listing and enquiries are not allowed for this substance.

Reference: UN Convention on Psychotropic Substances 1971, HS 2022 subheading 2933.53 (barbiturates)

Our policy on controlled substances

Secobarbital price

Indicative price range per kg from live supplier offers

Prices are not shown for prohibited substances.

Uses and applications

What the substance is used for, by industry and function

DEA (schedule II) controlled substance.

DEA (schedule III) controlled substance.

Therapeutic category: Sedative, hypnotic (Secobarbital sodium).

Use classes: Pharmaceuticals.

Pharmacological actions

  • Adjuvants, Anesthesia
  • GABA Modulators
  • Hypnotics and Sedatives

Roles

  • GABA agent
  • GABA modulator
  • adjuvant
  • anaesthesia adjuvant
  • biophysical role
  • central nervous system depressant
  • central nervous system drug
  • membrane transport modulator
  • neurotransmitter agent
  • pharmaceutical
  • sedative

How it is made

Prepn: U.S. pat. 1,954,429 (1934) (Secobarbital sodium)

The 5,5-disubstituted barbituric acids are still synthesized by the classical condensation of substituted malonic esters, malonic amides, or cyanoacetic esters with urea, thiourea, guanidine, or dicyanodiamide, followed by the hydrolysis of the resulting imino- or cyanobarbiturate. (5,5-Disubstituted barbituric acids)

Regulatory status

Inventories, regulations and trade controls that list this substance

Psychotropic substance

Secobarbital is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.

Listing and enquiries are not allowed for this substance.

Reference: UN Convention on Psychotropic Substances 1971, HS 2022 subheading 2933.53 (barbiturates)

Our policy on controlled substances

Controls

  • US DEA controlled substance or listed chemical
  • Controlled psychotropic substance

HS code and trade data

Customs classification and reported world trade statistics

Global trade

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

HS 2933.53Exact HS code

Allobarbital (INN), amobarbital (INN), barbital (INN), butalbital (INN), butobarbital…

World exports in 2024
$38.3M
+53.4% vs 2023, imports $32M
2019 to 2024
Top exporters
  1. Ireland45.2%
  2. Germany19.5%
  3. China8.8%
Top importers
  1. United States19.2%
  2. Italy16.9%
  3. Netherlands14.7%
Reported customs values in USD, not prices.Full trade data

The HS code shown for Secobarbital is indicative (it was matched by name in the HS nomenclature). Confirm the classification with your customs broker before shipping.

Frequently asked questions

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

What is Secobarbital?

Secobarbital is a member of the class of barbiturates that is barbituric acid in which the hydrogens at position 5 are substituted by prop-2-en-1-yl and pentan-2-yl groups. It has a role as a sedative, a GABA modulator and an anaesthesia adjuvant. It is functionally related to a barbituric acid.

What is the CAS number of Secobarbital?

The CAS registry number of Secobarbital is 76-73-3.

What is the molecular formula and weight of Secobarbital?

The molecular formula of Secobarbital is C12H18N2O3 and its molar mass is 238.29 g/mol.

What is Secobarbital used for?

DEA (schedule II) controlled substance. DEA (schedule III) controlled substance. Therapeutic category: Sedative, hypnotic (Secobarbital sodium). Use classes: Pharmaceuticals.

Is Secobarbital hazardous?

Secobarbital carries the GHS signal word "Danger". Main hazards: toxic 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 Secobarbital?

Secobarbital is usually classified under HS code 293353 (Allobarbital (INN), amobarbital (INN), barbital (INN), butalbital (INN), butobarbital…). This is indicative, confirm it with your customs broker before shipping.

Can I buy Secobarbital on CompoundList?

No. Secobarbital is on our prohibited list, so listings, quotes and messages for it are disabled. This page is kept for information only.

Guides for buyers

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

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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