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chemistry

Secobarbital

Secobarbital is a chemistry topic covered in the lgStudy science library. This page brings together a partial reference excerpt, illustrations, worked examples, real-world applications and a short study plan, so you can understand Secobarbital rather than just read about it. In short: Secobarbital, sold under the brand name Seconal among others, is a short-acting barbiturate drug originally used for the treatment of insomnia. It was patented by Eli Lilly and Company in 1934 in the United States.

Secobarbital — main illustration
Secobarbital — illustration

Key takeaways

  • Secobarbital belongs to chemistry; place it in that map before memorising details.
  • Learn the definition first, then one example that makes the definition concrete.
  • Connect Secobarbital to a quantity you can measure, compute or draw — that is where exam questions come from.
  • Reproduce the core statement of Secobarbital from memory before moving on to harder problems.

Reference excerpt

Secobarbital, sold under the brand name Seconal among others, is a short-acting barbiturate drug originally used for the treatment of insomnia. It was patented by Eli Lilly and Company in 1934 in the United States. It possesses anesthetic, anticonvulsant, anxiolytic, sedative, and hypnotic properties. In the United Kingdom, it was known as quinalbarbitone. Secobarbital is considered to be an obsolete sedative-hypnotic (sleeping pill) and has largely been replaced by the benzodiazepine family. It was widely abused, known on the street as "red devils" or "reds". Among barbiturates, secobarbital carries a particularly high risk of abuse and addiction, largely responsible for its deprecation and disuse by the 1970s.

Uses

Medical Secobarbital is used for managing symptoms of epilepsy and for short-term treatment of insomnia. It is also used as a preoperative medication to produce anesthesia and anxiolysis for short surgical, diagnostic, or therapeutic procedures which are minimally painful.

Recreational Secobarbital was widely abused for recreational purposes in the 1960s, 1970s, and 1980s, and accidental overdose was associated with the drug. Lilly's Seconal came in a bright orange/red bullet-shaped capsule known as a Pulvule. Prescription use of secobarbital decreased beginning in the early 1980s, by which time benzodiazepines had become increasingly common. Secobarbital has acquired many nicknames, the most common being "reds," "red devils," or "red dillies" (because of the color of the capsules). Other common nicknames are "seccies," "Cardinals," "ruby slippers," and, according to the Wegman's School of Pharmacy curriculum, "red hearts". A less common nickname is "dolls"; this was partly responsible for the title of Jacqueline Susann's novel Valley of the Dolls, whose main characters use secobarbital and other such drugs.

Assisted dying Human Secobarbital is used in assisted dying, either euthanasia or palliative sedation. In the Netherlands, individuals have two options for assisted dying: they can orally consume 100 mL of concentrated syrup containing either 15 grams of pentobarbital or 15 grams of secobarbital, or they can choose to have 2 grams of thiopental or 1 gram of propofol administered intravenously by a doctor, followed by a muscle relaxant. As of 2010, only 15% of those who died by physician-assisted suicide opted for orally consuming the lethal drugs, with the rest choosing to have the drugs administered intravenously by a doctor instead. In the United States, secobarbital and pentobarbital are the most common drugs prescribed under physician aid-in-dying laws in Oregon since 1998, Washington since 2008, and Vermont since 2013. In 2017, secobarbital was made available for physician-assisted suicide in Canada. Animal It is a component in the veterinary drug Somulose, used for euthanasia of horses and cattle. The LD50 of secobarbital has been reported to be between 125 mg/kg (rat, oral) and 267 mg/kg (mouse, oral).

Adverse effects Possible side effects of secobarbital include:

Somnolence Dizziness Impaired motor functions Impaired coordination Impaired balance Anxiety Confusion Irritability Headache Increased appetite Nausea Vomiting Nightmares Increased sensitivity to pain Allergic reactions Difficulty breathing Edema Urticaria

Withdrawal Secobarbital may produce psychological addiction and produces physical dependence if used for an extended period of time. Withdrawal symptoms may occur if long-term use is abruptly ended and can include:

Anxiety Insomnia Decreased appetite Seizures Tremors Possible death as a result of withdrawal

Society and culture

Availability

Ranbaxy Pharmaceuticals, an India-based company predominantly owned by the Japanese company Daiichi Sankyo, obtained the rights to market and to use the trade name Seconal from Eli Lilly in 1998 and did so until September 2008. The actual manufacturer of Seconal subsequent to the time Eli Lilly manufactured the drug was Ohm Pharmaceuticals, a wholly owned subsidiary of Ranbaxy. The rights to market Seconal were then sold to Marathon Pharmaceuticals, which became the marketer and trade-name holder. At the time Marathon Pharmaceuticals obtained ownership of the brand name, the retail price for one 100 mg capsule (depending upon prescription size and pharmacy) averaged about one U.S. dollar. During the time Marathon owned the brand name, the company greatly increased the price of the drug. By February 2015, when Marathon sold the rights to Valeant Pharmaceuticals, the average retail price per 100 mg capsule had risen to over thirty dollars. Since its acquisition of the trade name, Valeant Pharmaceuticals made little, if any, change to the pricing of Seconal. Despite the price increases implemented by Marathon Pharmaceuticals, Seconal was still manufactured by Ohm. In the United States, Seconal is available only in 100 mg capsules, as a sodium salt. The salt is a white hygroscopic powder that is soluble in water and ethanol. While generic versions of the drug became available after Eli Lilly's patent on Seconal expired, no companies manufacture the drug anymore in the United States. Until 2020, Valeant was the sole marketer of Seconal in the United States. As of 2021, Valeant discontinued the product, and Bausch Health became the sole supplier of Seconal. Bausch Health stopped manufacturing the product in January 2022.

Overdose and lethal use Actresses Carole Landis, Judy Garland, Lupe Vélez, actor Charles Boyer, playwright Tennessee Williams, table tennis star Ruth Aarons, Iranian princess Leila Pahlavi, and journalist Dorothy Kilgallen allegedly either died by suicide or of accidentally overdosing on secobarbital. Seconal was used to induce Fred Hampton into a stupor before he was then killed in his bed by Chicago police in the early hours of December 4, 1969. In 1978, 1,000 pills of Seconal were recovered in Jonestown, along with substantial quantities of Valium, Thorazine, Talwin, Demerol, and other sedatives, hypnotics, and analgesics.

See also Tuinal (secobarbital/amobarbital) Amobarbital Pentobarbital

References

External links Marathon Pharmaceuticals - Seconal Archived 2009-05-08 at the Wayback Machine Full prescribing information for the United States. RxList.com - Secobarbital Consumer information.

Illustrations

Secobarbital illustration
Secobarbital illustration
Secobarbital: Secobarbital sodium, 100 mg
Secobarbital sodium, 100 mg

Worked examples

Example 1 — a first encounter with Secobarbital

Start with the simplest possible case. Write down what Secobarbital claims or describes in one sentence, then invent the smallest concrete situation in which that sentence is true. In chemistry, the smallest case is usually a single object, a single equation or a single measurement. Check that every symbol or term in your sentence has a meaning in that case.

Example 2 — changing one variable

Take the situation from Example 1 and change exactly one quantity: double it, halve it, or set it to zero. Predict what should happen to Secobarbital before you calculate. Comparing your prediction with the result is the fastest way to find out whether you understand the idea or only the words.

Example 3 — an exam-style question

Typical questions about Secobarbital ask you to (a) state it precisely, (b) apply it to given data, and (c) explain a limitation. Practise writing all three answers in under five minutes; the third part is what separates a full-mark answer from an average one.

Applications of Secobarbital

In research
Secobarbital appears in chemistry research whenever the underlying quantities have to be modelled precisely. Papers usually cite it as a starting assumption and then explore where it breaks down.
In technology and industry
Engineering practice reuses Secobarbital in design rules, simulations and safety margins. Knowing the idea lets you read a specification sheet and understand why the numbers look the way they do.
In the classroom
Secobarbital is common in secondary-school and first-year university syllabi. It links to neighbouring topics Allyl compounds, Barbiturates, Drugs developed by Eli Lilly and Company, so understanding it makes those chapters shorter.
In everyday life
Look for Secobarbital outside the textbook — in sport, cooking, traffic, electronics or the sky above you. An example you found yourself is remembered far longer than one you were given.
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How to study Secobarbital in 20 minutes

  1. Read the reference excerpt below once, without taking notes.
  2. Close the page and write down what Secobarbital means in your own words.
  3. Compare your version with the excerpt and mark what you missed.
  4. Work through the three examples above with pen and paper.
  5. Explain Secobarbital out loud to somebody else — or to Teacher Smith in the lgStudy chat.

Frequently asked questions

What is Secobarbital in simple terms?

Secobarbital, sold under the brand name Seconal among others, is a short-acting barbiturate drug originally used for the treatment of insomnia. It was patented by Eli Lilly and Company in 1934 in the United States.

Why does Secobarbital matter?

Because it connects several chemistry ideas at once: it gives you a definition you can apply, a quantity you can calculate, and a way to check whether a result is plausible.

How should I study Secobarbital?

Read the excerpt, restate it from memory, then work through the examples and applications listed on this page. The five-step study plan above takes about twenty minutes.

What does this page cover?

It gives you a compact reference excerpt plus original lgStudy explanations, examples, applications and study material on Secobarbital.

Tags

  • Allyl compounds
  • Barbiturates
  • Drugs developed by Eli Lilly and Company
  • General anesthetics

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