Amiphenazole

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MedKoo CAT#: 581222

CAS#: 490-55-1 (free base)

Description: Amiphenazole (Daptazile) is a respiratory stimulant traditionally used as an antidote for barbiturate or opiate overdose, usually in combination with bemegride, as well as poisoning from other sedative drugs and treatment of respiratory failure from other causes. It was considered particularly useful as it could counteract the sedation and respiratory depression produced by morphine but with less effect on analgesia. It is still rarely used in medicine in some countries, although it has largely been replaced by more effective respiratory stimulants such as doxapram and specific opioid antagonists such as naloxone.

Chemical Structure

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Amiphenazole
CAS# 490-55-1 (free base)
Instruction

Theoretical Analysis

MedKoo Cat#: 581222
Name: Amiphenazole
CAS#: 490-55-1 (free base)
Chemical Formula: C9H9N3S
Exact Mass: 191.05
Molecular Weight: 191.250
Elemental Analysis: C, 56.52; H, 4.74; N, 21.97; S, 16.76

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Related CAS #: 490-55-1 (free base); 942-31-4 (hydrochloride)  

Synonym: Amiphenazole; Amiphenazol; Daftazol; DAPT; Daptazile; Daptazole; DHA-245; Dizol; Fenamizol; Phenamizol; Phenamizole; UNII-7ZJ8PWY0XD;

IUPAC/Chemical Name: 2,4-Diamino-5-phenylthiazole

InChi Key: UPOYFZYFGWBUKL-UHFFFAOYSA-N

InChi Code: InChI=1S/C9H9N3S/c10-8-7(13-9(11)12-8)6-4-2-1-3-5-6/h1-5H,10H2,(H2,11,12)

SMILES Code: NC1=C(C2=CC=CC=C2)SC(N)=N1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 191.25 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Lehmann KA, Huttarsch H, Schroeder B, Zech D. [Development of continuous monitoring of spontaneous respiration in the postoperative phase. 2. Cutaneous oxygen and carbon dioxide partial pressures following i.v. bolus application of fentanyl, buprenorphine, naloxone and amiphenazole in healthy adult subjects]. Anaesthesist. 1992 Apr;41(4):192-8. German. PubMed PMID: 1350432.

2: HUGHES D. ORAL AMIPHENAZOLE IN CHRONIC RESPIRATORY FAILURE. Br J Dis Chest. 1963 Oct;57:204-7. PubMed PMID: 14069565.

3: NELSON WM, WALLACE WF. ORAL RESPIRATORY STIMULANTS IN CHRONIC RESPIRATORY FAILURE: DOUBLE-BLIND CONTROLLED TRIAL OF AMIPHENAZOLE AND DICHLORPHENAMIDE. Br Med J. 1965 Mar 20;1(5437):759-62. PubMed PMID: 14248447; PubMed Central PMCID: PMC2166152.

4: Lehmann KA, Asoklis S, Grond S, Schroeder B. [Continuous monitoring of spontaneous postoperative respiration. 3. The effect of amiphenazole on cutaneous oxygen and carbon dioxide partial pressure following gynecologic surgery under halothane anesthesia]. Anaesthesist. 1993 Apr;42(4):227-31. German. PubMed PMID: 8488994.

5: Kashani M, Zendehruh R. Clinical application of amiphenazole for barbiturate and morphine-barbiturate anesthesia. Am J Vet Res. 1970 Oct;31(10):1841-4. PubMed PMID: 5469545.

6: GERSHON S, BRUCE DW, ORCHARD N, SHAW FH. Amiphenazole and morphine in production of analgesia. Br Med J. 1958 Aug 9;2(5092):366-8. PubMed PMID: 13560868; PubMed Central PMCID: PMC2025982.

7: AMIPHENAZOLE and morphine. Br Med J. 1956 Jan 21;1(4959):161-2. PubMed PMID: 13276664; PubMed Central PMCID: PMC1978960.

8: HOLMES JM. Amiphenazole in neonatal apnoea due to morphine. Lancet. 1956 Aug 18;271(6938):334. PubMed PMID: 13358216.

9: HERZKA H. [The effect of amiphenazole (Daptazole) on the respiratory depression caused by pethidine]. Praxis. 1961 May 25;50:544-7. German. PubMed PMID: 13713880.

10: BALLANTINE ID. Amiphenazole in a case of drug addiction. Lancet. 1957 Feb 2;272(6962):251. PubMed PMID: 13399187.

11: BRUCE DW. AMIPHENAZOLE IN THE TREATMENT OF MORPHINE AND OPIUM ADDICTION. Lancet. 1964 May 9;1(7341):1010-2. PubMed PMID: 14129802.

12: SHULMAN A, TRETHEWIE ER. The effect of amiphenazole on respiration and blood pressure of the decerebrate cat. Aust J Exp Biol Med Sci. 1956 Oct;34(5):315-22. PubMed PMID: 13382702.

13: MCKEOGH J, SHAW FH. Further experience with amiphenazole and morphine in intractable pain. Br Med J. 1956 Jan 21;1(4959):142-4. PubMed PMID: 13276651; PubMed Central PMCID: PMC1978927.

14: HERZKA H, HABER J. [CLINICAL REPORT ON THE EFFECTIVENESS OF DAPTAZOLE (AMIPHENAZOLE) IN A CASE OF VALIUM POISONING]. Schweiz Med Wochenschr. 1965 Mar 13;95:365-6. German. PubMed PMID: 14260768.

15: DE LA LANDE IS, PORTER RB. The actions of tacrine and amiphenazole on acetylcholine metabolism in the guinea pig ileum. Aust J Exp Biol Med Sci. 1963 Apr;41:149-61. PubMed PMID: 14025840.

16: SCADDING JG. AMIPHENAZOLE AND BRONCHITIS. Br Med J. 1963 Nov 16;2(5367):1269. PubMed PMID: 14056913; PubMed Central PMCID: PMC1873292.

17: CLEMMESEN C. Effect of megimide and amiphenazole on respiratory paresis. Lancet. 1956 Nov 10;271(6950):966-7. PubMed PMID: 13368564.

18: ECKENHOFF JE, NORTON ML. The treatment of intractable pain with large doses of morphine and amiphenazole (daptazole). Acta Anaesthesiol Scand. 1958;2(1):45-51. PubMed PMID: 13532232.

19: HOLMES JM. Amiphenazole in obstetric analgesia. Lancet. 1956 Oct 13;271(6946):765. PubMed PMID: 13368518.

20: MECHIE AM. The treatment of barbiturate poisoning with bemegride and amiphenazole: report of three cases. Scott Med J. 1956 Sep;1(9):297-9. PubMed PMID: 13371320.