Bisorcic

Last updated

Bisorcic
Bisorcic.svg
Clinical data
Other namesN2,N5-Diacetyl-L-ornithine; N2,N5-Diacetylornithine; Nα,Nδ-Diacetylornithine
Routes of
administration
Oral [1]
Drug class Hepatoprotective agent; Psychostimulant [2] [1]
Identifiers
  • (2S)-2,5-diacetamidopentanoic acid
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
ChEMBL
Chemical and physical data
Formula C9H16N2O4
Molar mass 216.237 g·mol−1
3D model (JSmol)
  • CC(=O)NCCC[C@@H](C(=O)O)NC(=O)C
  • InChI=1S/C9H16N2O4/c1-6(12)10-5-3-4-8(9(14)15)11-7(2)13/h8H,3-5H2,1-2H3,(H,10,12)(H,11,13)(H,14,15)/t8-/m0/s1
  • Key:XUYANFPPYJSBPU-QMMMGPOBSA-N

Bisorcic (INN Tooltip International Nonproprietary Name), also known as N2,N5-diacetyl-L-ornithine, is a drug described as a hepatoprotective agent and "psychostimulant" which has been used in France in the treatment of asthenia. [2] [3] [4] [5] [1] It is the N2,N5-diacetylated derivative of the amino acid L-ornithine. [6]

Bisorcic was first described in the literature in 1973 in a German patent. [2] The INN Tooltip International Nonproprietary Name was designated around 1975. [7] The drug was marketed in France by Astyl-Gallier in 1987. [1] It was provided in the form of 200 mg oral capsules and four capsules were taken daily. [1]

L-Ornithine, as the combination drug L-ornithine L-aspartate (LOLA), has been used in the treatment of hepatic encephalopathy and cirrhosis and is likewise described as hepatoprotective. [8] [9] It is thought to work by participating in the urea cycle and lowering ammonia levels. [8] [9]

Related Research Articles

<span class="mw-page-title-main">Ornithine</span> Chemical compound

Ornithine is a non-proteinogenic α-amino acid that plays a role in the urea cycle. Ornithine is abnormally accumulated in the body in ornithine transcarbamylase deficiency. The radical is ornithyl.

<span class="mw-page-title-main">Alcoholic liver disease</span> Medical condition

Alcoholic liver disease (ALD), also called alcohol-related liver disease (ARLD), is a term that encompasses the liver manifestations of alcohol overconsumption, including fatty liver, alcoholic hepatitis, and chronic hepatitis with liver fibrosis or cirrhosis.

<span class="mw-page-title-main">Hyperammonemia</span> Medical condition

Hyperammonemia, or high ammonia levels, is a metabolic disturbance characterised by an excess of ammonia in the blood. It is a dangerous condition that may lead to brain injury and death. It may be primary or secondary.

<span class="mw-page-title-main">Liver disease</span> Medical condition

Liver disease, or hepatic disease, is any of many diseases of the liver. If long-lasting it is termed chronic liver disease. Although the diseases differ in detail, liver diseases often have features in common.

<span class="mw-page-title-main">Hepatic encephalopathy</span> Brain disease resulting from liver failure

Hepatic encephalopathy (HE) is an altered level of consciousness as a result of liver failure. Its onset may be gradual or sudden. Other symptoms may include movement problems, changes in mood, or changes in personality. In the advanced stages it can result in a coma.

<span class="mw-page-title-main">Lactulose</span> Treatment for constipation and hepatic encephalopathy

Lactulose is a non-absorbable sugar used in the treatment of constipation and hepatic encephalopathy. It is administered orally for constipation, and either orally or rectally for hepatic encephalopathy. It generally begins working after 8–12 hours, but may take up to 2 days to improve constipation.

<span class="mw-page-title-main">Mesocarb</span> Stimulant drug

Mesocarb, sold under the brand name Sidnocarb or Sydnocarb and known by the developmental code name MLR-1017, is a psychostimulant medication which has been used in the treatment of psychiatric disorders and for a number of other indications in the Soviet Union and Russia. It is currently under development for the treatment of Parkinson's disease and sleep disorders. It is taken by mouth.

<span class="mw-page-title-main">Methoxamine</span> Chemical compound

Methoxamine, sold under the brand names Vasoxine, Vasoxyl, and Vasylox among others, is a sympathomimetic medication used as an antihypotensive agent. It has mostly or entirely been discontinued.

<span class="mw-page-title-main">Cafedrine</span> Chemical linkage of norephedrine and theophylline

Cafedrine, sold under the brand name Akrinor among others, is a chemical linkage of norephedrine and theophylline and is a cardiac stimulant and antihypotensive agent used to increase blood pressure in people with hypotension. It has been marketed in Europe, South Africa, and Indonesia.

<span class="mw-page-title-main">Gepefrine</span> Sympathomimetic drug in the amphetamine family

Gepefrine, also known as 3-hydroxyamphetamine or α-methyl-meta-tyramine and sold under the brand names Pressionorm and Wintonin, is a sympathomimetic medication used as an antihypotensive agent which has been marketed in Germany.

<span class="mw-page-title-main">Dimetofrine</span> Chemical compound

Dimetofrine, also known as dimethophrine or dimetophrine and sold under the brand names Dovida, Pressamina, and Superten, is a medication described as a sympathomimetic, vasoconstrictor, and cardiac stimulant. It is said to be similarly or less effective than midodrine in the treatment of orthostatic hypotension and shows substantially lower potency.

<span class="mw-page-title-main">Cirrhosis</span> Chronic disease of the liver, characterized by fibrosis

Cirrhosis, also known as liver cirrhosis or hepatic cirrhosis, and end-stage liver disease, is a condition of the liver in which the normal functioning tissue, or parenchyma, is replaced with scar tissue (fibrosis) and regenerative nodules as a result of chronic liver disease. Damage to the liver leads to repair of liver tissue and subsequent formation of scar tissue. Over time, scar tissue and nodules of regenerating hepatocytes can replace the parenchyma, causing increased resistance to blood flow in the liver's capillaries—the hepatic sinusoids—and consequently portal hypertension, as well as impairment in other aspects of liver function. The disease typically develops slowly over months or years.

<span class="mw-page-title-main">Pheniprazine</span> Chemical compound

Pheniprazine, formerly sold under the brand names Catron and Cavodil, is an irreversible and non-selective monoamine oxidase inhibitor (MAOI) of the hydrazine group that was used as an antidepressant to treat depression in the 1960s. It was also used in the treatment of angina pectoris and schizophrenia. Pheniprazine has been largely discontinued due to toxicity concerns such as jaundice, amblyopia, and optic neuritis.

LOLA may refer to:

<span class="mw-page-title-main">Megestrol</span> Chemical compound

Megestrol is a progestin of the 17α-hydroxyprogesterone group which was, until recently, never marketed or used clinically. It is now used for treatments of disease-related weight loss, endometrial cancer, and breast cancer. Its acylated derivative megestrol acetate is also a progestogen, which, in contrast to megestrol itself, has been extensively used as a pharmaceutical drug.

<span class="mw-page-title-main">Cinnamedrine</span> Chemical compound

Cinnamedrine, also known as N-cinnamylephedrine, is a sympathomimetic drug with similar effects relative to those of ephedrine. It also has some local anesthetic activity. Cinnamedrine was previously used, in combination with analgesics, as an antispasmodic to treat dysmenorrhea in the over-the-counter drug Midol in the 1980s. There is a case series of the drug being abused as a psychostimulant.

<span class="mw-page-title-main">Esmethadone</span> (S)-enantiomer of methadone

Esmethadone (INNTooltip International Nonproprietary Name; developmental code name REL-1017), also known as dextromethadone, is the (S)-enantiomer of methadone. It acts as an N-methyl-D-aspartate receptor (NMDAR) antagonist, among other actions. Unlike levomethadone, it has low affinity for opioid receptors and lacks significant respiratory depressant action and abuse liability. Esmethadone is under development for the treatment of major depressive disorder. As of August 2022, it is in phase 3 clinical trials for this indication.

Cicloprolol, or cycloprolol, is a β-adrenergic receptor antagonist described as an antihypertensive agent which was never marketed. It has weak partial agonist or intrinsic sympathomimetic activity (30%) at the β-adrenergic receptors. This is higher than that of many other beta blockers but is lower than that of xamoterol (45%). The drug is selective for the β1-adrenergic receptor. It has been studied in the treatment of heart failure.

<span class="mw-page-title-main">Inocoterone</span> Chemical compound

Inocoterone is a steroid-like nonsteroidal antiandrogen (NSAA) that was never marketed. An acetate ester, inocoterone acetate, shows greater antiandrogen activity and was developed, as a topical medication for the treatment of acne but showed only modest effectiveness in clinical trials and similarly was never marketed.

<span class="mw-page-title-main">Dalzanemdor</span> Chemical compound

Dalzanemdor is experimental drug being investigated for the treatment of neurological disorders and cognitive impairment. It acts as a positive allosteric modulator of the NMDA receptor, whose activity is essential for learning, memory, and cognition. Dalzanemdor is an analogue of the neurosteroid 24S-hydroxycholesterol.

References

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  2. 1 2 3 Elks J (2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. p. 906. ISBN   978-1-4757-2085-3 . Retrieved 28 September 2024. Nα,Nδ-Di-Ac: [39825-23-5]. N2,N5-Diacetylornithine, 9Cl. Bisorcic, INN. 69H16N2O4. M 216,236. Hepatoprotective agent, psychostimulant. [...] Ger. Pat., 2 219 874, (1973); CA, 78, 98010t (Bisorcic).
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  5. Negwer M (1994). Organic-chemical Drugs and Their Synonyms: (an International Survey). Akademie Verlag. p. 359. ISBN   978-3-05-500156-7 . Retrieved 28 September 2024. 6220. 39825-23-5 CI CI -NH2 N C10H10CI2N2O2 51 230-28-5. N2,N5-Diacetyl-L-ornithine. R see also no. 3704. S Bisorcic**. U Psychostimulant.
  6. "Bisorcic". PubChem. U.S. National Library of Medicine. Retrieved 28 September 2024.
  7. "Proposed International Nonproprietary Names (Prop. INN): List 34. International Nonproprietary Names for Pharmaceutical Substances" (PDF). Supplement to WHO Chronicle. 29 (9). 1975. Retrieved 28 September 2024.
  8. 1 2 Kircheis G, Lüth S (February 2019). "Pharmacokinetic and Pharmacodynamic Properties of L-Ornithine L-Aspartate (LOLA) in Hepatic Encephalopathy". Drugs. 79 (Suppl 1): 23–29. doi:10.1007/s40265-018-1023-2. PMC   6416235 . PMID   30706424.
  9. 1 2 Goh ET, Stokes CS, Sidhu SS, Vilstrup H, Gluud LL, Morgan MY (May 2018). "L-ornithine L-aspartate for prevention and treatment of hepatic encephalopathy in people with cirrhosis". The Cochrane Database of Systematic Reviews. 5 (5): CD012410. doi:10.1002/14651858.CD012410.pub2. PMC   6494563 . PMID   29762873.