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Analgin

Overview Indication Pharmacological effects and Mode of action Adverse reaction Warning and precaution References
Analgin
Analgin
CAS No.
5907-38-0
Chemical Name:
Analgin
Synonyms
Dipyron;Analgin;Novalgin;Sulpyrine;METAMIZOL;Sulpirine;METAMIZOLE;METHAPYRONE;13396062449;ANAGRELIDEHCL
CBNumber:
CB6715922
Molecular Formula:
C13H18N3NaO5S
Formula Weight:
333.34
MOL File:
5907-38-0.mol

Analgin Properties

storage temp. 
2-8°C
solubility 
H2O: soluble25mg/mL, clear
form 
powder
color 
white to beige
BRN 
3865381
CAS DataBase Reference
5907-38-0(CAS DataBase Reference)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  Xn
Risk Statements  63
Safety Statements  36/37
WGK Germany  3
RTECS  PB1320000
Symbol(GHS):
Signal word: Warning
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H361 Suspected of damaging fertility or the unborn child Reproductive toxicity Category 2 Warning P201, P202, P281, P308+P313, P405,P501
Precautionary statements:
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P281 Use personal protective equipment as required.

Analgin price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 46232 Dipyron monohydrate VETRANAL 5907-38-0 250mg $49.7 2018-11-20 Buy
Sigma-Aldrich PHR1800 Metamizole sodium Pharmaceutical Secondary Standard; Certified Reference Material 5907-38-0 100mg $113 2018-11-13 Buy
Sigma-Aldrich M0600900 Metamizole sodium European Pharmacopoeia (EP) Reference Standard 5907-38-0 m0600900 $179 2018-11-23 Buy
Sigma-Aldrich SML1488 Metamizole sodium ≥98% (HPLC) 5907-38-0 50mg $211 2018-11-20 Buy
Sigma-Aldrich SML1488 Metamizole sodium ≥98% (HPLC) 5907-38-0 10mg $52 2018-11-20 Buy

Analgin Chemical Properties,Uses,Production

Overview

Analgin[metamizole] is a painkiller, spasm reliever and fever reliever[1]. However, it is now either prescription or banned in most developed countries due to its potential for adverse events, including agranulocytosis. It belongs to the ampyrone sulfonate family of medicines.
Metamizole, a nonnarcotic analgesic, has been used to treat pain and fever for almost 90 years in some countries, while in others it is completely unknown or forgotten[2, 3]. The German company Hoechst AG synthesized it in 1920, and its mass production started in 1922. Metamizole remained freely available worldwide until the 1970s, when it was found that the drug poses a risk of causing agranulocytosis[4, 5]. Soon after that, metamizole was banned in the United States, Japan, Australia, and part of the European Union. However it is still widely used in some European countries, Turkey, Israel, India, Brazil, and Third World countries. Metamizole is available over-the-counter and remains one of the most popular analgesics in Bulgaria. Metamizole is a white or almost white crystalline powder, very soluble in water and soluble in alcohol. It is a well-established active substance and is the subject of a monograph in the European Pharmacopeia. Metamizole belongs to the following therapeutic groups: NSAIDs, nonnarcotic analgesics. ATC code is N02BB02[6, 7].

Indication

Metamizole has various effects including analgesic effect; antipyretic effect, anti-inflammatory effect and can reduce platelet aggregation. Metamizole is commonly used to treat postoperative pain, colic pain, cancer pain and migraine[8, 9]. In many parts of the world, including most countries in the European Union and Latin America, it is the most popular non-opioid first-line analgesic and is sometimes even available over-the-counter. A few countries however, including the United States, the United Kingdom, Sweden, and most recently India[4], have banned metamizole because health authorities judged the risk of agranulocytosis to outweigh the benefits[5–7]. In addition, it can also be used in relieving fever, and treatment of respiratory and gastroenteritic diseases. It’s also helpful and efficacious in the treatment of blood poisoning and pyogenic dermatitis. Indications include asthma, pneumonia[10].

Pharmacological effects and Mode of action

The pharmacological mechanism of action of metamizole is not precisely known. Similar to paracetamol/acetaminophen, its effects may result from the interference with prostaglandin synthesis through the inhibitory potential on different cyclooxygenase[COX] isoenzymes. Yet, interactions with the endogenous opioid, peroxidase, cannabinoid, and glutamate systems are also discussed. The pharmacologically active metabolites of metamizole, MAA and AA, did not inhibit COX activity in vitro like classical COX inhibitors, but instead redirected the prostaglandin synthesis, ruling out inhibition of COX through binding to its active site[11,12]. There is the assumption that metamizole might be an inhibitor of the COX-3 isoenzyme, thereby reducing prostaglandin synthesis in the dorsal horn of the spinal cord[11, 12, 14, 18].
At least it may also have antinociceptive actions that are independent of the ability to inhibit COX. One component of the non-COXmediated antinociceptive effects is a consequence of direct actions on nociceptive afferent elements in the periphery. In addition to the action upon peripheral tissues, the NSAIDs exert their antinociceptive effect by acting upon the CNS, specifically upon the spinal cord and the periaqueductal grey matter[PAG], which triggers descending inhibition of spinal nociception[12, 13]. Inhibition of prostaglandin synthesis also leaves more arachidonic acid available for the synthesis of endocannabinoids, which have an antinociceptive action in the spinal cord.
Overall, It is still debated whether the site of metamizole action is in the CNS or in the periphery or both. The mode of action of metamizole has not been fully elucidated yet. Metamizole exerts its analgesic effects through several action mechanisms, among which the best described are COX inhibition[11], delayed activation of the L-arginine/NO/cGMP/K+ channel pathway at the periphery and at the spinal cord[14, 15], activation of the descending inhibitory pain control system, interaction with the glutamatergic system[16], and release of endogenous opioid peptides[17].

Adverse reaction

Although used for more than 90 years, the risks and harms of metamizole are not well documented, and information on adverse events related to metamizole is scarce. There are no large randomized controlled trials or conclusive summaries of the existing literature. Three current Cochrane reviews on the effectiveness and safety of metamizole for acute postoperative pain[8], acute renal colic pain[9], and acute primary headaches[19] concluded that metamizole offers good short-term pain relief. In each of these systematic reviews, however, the number of included participants was too small and the authors did not conduct a meta-analysis of safety issues, but they did associate metamizole with somnolence, gastric discomfort and nausea.

Warning and precaution

In severe cases, metamizole can cause severe adverse reactions including congenital defect including aplasia cutis, craniofacial malformations[facial dysmorphism; choanal atresia], gastrointestinal malformations[esophageal atresia with or without tracheoesophageal fistula], omphalocele and abnormalities of the omphalomesenteric duct. Moreover, it may cause agranulocytosis, liver toxicity and hypothyroidism[20].

References

  1. 1. Brayfield, A, ed.[13 December 2013]. "Dipyrone". Martindale: The Complete Drug Reference. Pharmaceutical Press. Retrieved 19 April 2014.
  2. https://www.un.org/esa/coordination/CL12.pdf
    Arellano, F, and J. A. Sacristán. "Metamizole: reassessment of its therapeutic role." European Journal of Clinical Pharmacology 38.6(1990]: 617-619.
  3. Oricha, B. S., and M. B. Yauri. "Dipyrone[Novalgin Metamizole]: banned and unbanned: the dilemma of a commonly prescribed and over the counter analgesic, [letter]." Annals of African Medicine 2.2(2004]: 101-102.[5-8]
  4. Bhaumik S. India’s health ministry bans pioglitazone, metamizole, and flupentixol-melitracen. BMJ. 2013; 347: f4366. doi: 10.1136/bmj.f4366 PMID: 23833116
  5. Andersohn F, Konzen C, Garbe E. Systematic review: agranulocytosis induced by nonchemotherapy drugs. Ann Intern Med. 2007; 146: 657–665. PMID: 17470834
  6. Andrade SE, Martinez C, Walker AM. Comparative safety evaluation of non-narcotic analgesics. J Clin Epidemiol 1998; 51: 1357–1365. PMID: 10086830
  7. Heimpel H. Drug-induced agranulocytosis. Med Toxicol Adverse Drug Exp. 1988; 3: 449–462. PMID: 3063921
  8. Derry S, Faura C, Edwards J, McQuay HJ, Moore RA. Single-dose dipyrone for acute postoperative pain. Cochrane Database Syst Rev. 2013;CD003227. doi: 10.1002/14651858.CD003227.pub3 PMID: 24277663
  9. Edwards J, Meseguer F, Faura C, Moore RA, McQuay HJ. Single dose dipyrone for acute renal colic pain. Cochrane Database Syst Rev. 2011;CD003867. doi: 10.1002/14651858.CD003867 PMID: 12519613
  10. https://www.lybrate.com/medicine/analgin
  11. Chandrasekharan NV, Dai H, Roos KLT, et al. COX-3, a cyclooxygenase-1 variant inhibited by acetaminophen and other analgesic/antipyretic drugs: cloning, structure, and expression. Proc Natl Acad Sci U S A 2002; 99: 13926–13931.
  12. Vanegas, H, and H. G. Schaible. "Prostaglandins and cyclooxygenases [correction of cycloxygenases] in the spinal cord. " Progress in Neurobiology 64.4(2001]:327.
  13. Vanegas, H, and V. Tortorici. "Opioidergic effects of nonopioid analgesics on the central nervous system. " Cellular & Molecular Neurobiology 22.5-6(2002]: 655-661.
  14. Campos, Carmen, et al. "Regulation of cyclooxygenase activity by metamizol." European Journal of Pharmacology 378.3(1999]: 339-347.
  15. Aguirrebañuelos, P, and V. Granadossoto. "Evidence for a peripheral mechanism of action for the potentiation of the antinociceptive effect of morphine by dipyrone. " Journal of Pharmacological & Toxicological Methods 42.2(1999]:79-85.
  16. Beirith, A, et al. "Spinal and supraspinal antinociceptive action of dipyrone in formalin, capsaicin and glutamate tests. Study of the mechanism of action. " European Journal of Pharmacology345.3(1998]:233-245.
  17. Hernández-Delgadillo, G. P., and S. L. Cruz. "Endogenous opioids are involved in morphine and dipyrone analgesic potentiation in the tail flick test in rats." European Journal of Pharmacology 546.1(2006]:54-59.
  18. Soltesz, S, et al. "Parecoxib versus dipyrone[metamizole] for postoperative pain relief after hysterectomy : a prospective, single-centre, randomized, double-blind trial." Clinical Drug Investigation28.7(2008]:421-428.
  19. Ramacciotti AS, Soares BGO, Atallah AN. Dipyrone for acute primary headaches. Cochrane Database Syst Rev. 2007;CD004842. doi: 10.1002/14651858.CD004842.pub3 PMID: 17443558
  20. https://www.rxlist.com/tapazole-drug.htm#warnings_precautions

Chemical Properties

White or almost white, crystalline powder

Uses

antibacterial

brand name

Diprofarn (Farmitalia, Societa Farmaceutici Italia, Italy); Novaldin (Sterling Winthrop).

Analgin Preparation Products And Raw materials

Raw materials

Preparation Products


Analgin Suppliers

Global( 104)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 22058 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20795 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32763 55
Hubei XinRunde Chemical Co., Ltd.
+8615102730682; +8618874586545
02783214688 bruce@xrdchem.cn CHINA 552 55
Hefei TNJ Chemical Industry Co.,Ltd.
86-0551-65418684 18949823763
86-0551-65418684 info@tnjchem.com China 1583 55
XiaoGan ShenYuan ChemPharm co,ltd Tell:86-712-2580635 Mobile:15527768850 . 15527768836
86-712-2580625 QQ:1623551145 sales02@farchem.com China 9136 52
China Langchem Inc. 0086-21-58956006,021-58950017
0086-21-58956100 sales@langchem.com China 1338 57
Spectrum Chemical Manufacturing Corp. 021-67601398,18616765336,QQ:3003443156
021-57711696 mkt@spectrumchina.net China 9821 60
Jinan Haohua Industry Co., Ltd 0531-58773082 ;58773060
0531-58773099 sales@jnhaohua.com China 5631 58
BOC Sciences
info@bocsci.com United States 10563 65

View Lastest Price from Analgin manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-03-28 Analgin
5907-38-0
US $10.00 / KG 10G 99% 10MT Hubei XinRunde Chemical Co., Ltd.

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