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MedKoo Cat#: 561800 | Name: Carboetomidate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Carboetomidate is an analog of etomidate that was specifically designed not to bind with high affinity to 11β-hydroxylase.

Chemical Structure

Carboetomidate
Carboetomidate
CAS#1257067-10-9

Theoretical Analysis

MedKoo Cat#: 561800

Name: Carboetomidate

CAS#: 1257067-10-9

Chemical Formula: C15H17NO2

Exact Mass: 243.1259

Molecular Weight: 243.30

Elemental Analysis: C, 74.05; H, 7.04; N, 5.76; O, 13.15

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Synonym
Carboetomidate;
IUPAC/Chemical Name
Ethyl 1-[(1R)-1-phenylethyl]pyrrole-2-carboxylate
InChi Key
YRYOWTHHYBWOJL-GFCCVEGCSA-N
InChi Code
InChI=1S/C15H17NO2/c1-3-18-15(17)14-10-7-11-16(14)12(2)13-8-5-4-6-9-13/h4-12H,3H2,1-2H3/t12-/m1/s1
SMILES Code
O=C(C1=CC=CN1[C@@H](C2=CC=CC=C2)C)OCC
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

Preparing Stock Solutions

The following data is based on the product molecular weight 243.30 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
1: Khurmi N, Patel P, Kraus M, Trentman T. Pharmacologic Considerations for Pediatric Sedation and Anesthesia Outside the Operating Room: A Review for Anesthesia and Non-Anesthesia Providers. Paediatr Drugs. 2017 Oct;19(5):435-446. doi: 10.1007/s40272-017-0241-5. Review. PubMed PMID: 28597354. 2: Pejo E, Zhou X, Husain SS, Raines DE. Sedative-hypnotic Binding to 11β-hydroxylase. Anesthesiology. 2016 Nov;125(5):943-951. PubMed PMID: 27541316; PubMed Central PMCID: PMC5069162. 3: Shanmugasundararaj S, Zhou X, Neunzig J, Bernhardt R, Cotten JF, Ge R, Miller KW, Raines DE. Carboetomidate: an analog of etomidate that interacts weakly with 11β-hydroxylase. Anesth Analg. 2013 Jun;116(6):1249-56. doi: 10.1213/ANE.0b013e31828b3637. Epub 2013 Mar 14. PubMed PMID: 23492967; PubMed Central PMCID: PMC3836822. 4: Desai R, Miller KW, Raines DE. The pyrrole etomidate analog carboetomidate potently inhibits human 5-HT3A receptor function: comparisons with etomidate and potential implications for emetogenesis. Anesth Analg. 2013 Mar;116(3):573-9. doi: 10.1213/ANE.0b013e31827d204d. Epub 2013 Feb 11. PubMed PMID: 23400978; PubMed Central PMCID: PMC3582768. 5: Sneyd JR. Novel etomidate derivatives. Curr Pharm Des. 2012;18(38):6253-6. Review. PubMed PMID: 22762475. 6: Pierce DW, Pejo E, Raines DE, Forman SA. Carboetomidate inhibits alpha4/beta2 neuronal nicotinic acetylcholine receptors at concentrations affecting animals. Anesth Analg. 2012 Jul;115(1):70-2. doi: 10.1213/ANE.0b013e318254273e. Epub 2012 Apr 27. PubMed PMID: 22543065; PubMed Central PMCID: PMC3381859. 7: Jackson WL Jr. Carboetomidate: will it eliminate the etomidate debate? Crit Care Med. 2012 Jan;40(1):333-4. doi: 10.1097/CCM.0b013e31823294c7. PubMed PMID: 22179369. 8: Pejo E, Cotten JF, Kelly EW, Le Ge R, Cuny GD, Laha JK, Liu J, Lin XJ, Raines DE. In vivo and in vitro pharmacological studies of methoxycarbonyl-carboetomidate. Anesth Analg. 2012 Aug;115(2):297-304. doi: 10.1213/ANE.0b013e3182320559. Epub 2011 Sep 29. PubMed PMID: 21965364; PubMed Central PMCID: PMC3252484. 9: Pejo E, Feng Y, Chao W, Cotten JF, Le Ge R, Raines DE. Differential effects of etomidate and its pyrrole analogue carboetomidate on the adrenocortical and cytokine responses to endotoxemia. Crit Care Med. 2012 Jan;40(1):187-92. doi: 10.1097/CCM.0b013e31822d7924. PubMed PMID: 21926608; PubMed Central PMCID: PMC3242859. 10: Cotten JF, Le Ge R, Banacos N, Pejo E, Husain SS, Williams JH, Raines DE. Closed-loop continuous infusions of etomidate and etomidate analogs in rats: a comparative study of dosing and the impact on adrenocortical function. Anesthesiology. 2011 Oct;115(4):764-73. doi: 10.1097/ALN.0b013e31821950de. PubMed PMID: 21572317; PubMed Central PMCID: PMC3534755. 11: Sneyd JR, Rigby-Jones AE. New drugs and technologies, intravenous anaesthesia is on the move (again). Br J Anaesth. 2010 Sep;105(3):246-54. doi: 10.1093/bja/aeq190. Epub 2010 Jul 21. Review. PubMed PMID: 20650920. 12: Cotten JF, Forman SA, Laha JK, Cuny GD, Husain SS, Miller KW, Nguyen HH, Kelly EW, Stewart D, Liu A, Raines DE. Carboetomidate: a pyrrole analog of etomidate designed not to suppress adrenocortical function. Anesthesiology. 2010 Mar;112(3):637-44. doi: 10.1097/ALN.0b013e3181cf40ed. PubMed PMID: 20179500; PubMed Central PMCID: PMC2830733.