WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H318804
CAS#: 23031-25-6 (free base)
Description: Terbutaline is a β2 adrenergic receptor agonist, used as a "reliever" inhaler in the management of asthma symptoms and as a tocolytic (anti-contraction medication) to delay preterm labor for up to 48 hours. This time can then be used to administer steroid injections to the mother which help fetal lung maturity and reduce complications of prematurity. It should not be used to prevent preterm labor or delay labor more than 48–72 hours.
Hodoodo Cat#: H318804
Name: Terbutaline
CAS#: 23031-25-6 (free base)
Chemical Formula: C12H19NO3
Exact Mass: 225.14
Molecular Weight: 225.288
Elemental Analysis: C, 63.98; H, 8.50; N, 6.22; O, 21.30
Related CAS #: 23031-25-6 (free base) 23031-32-5 (sulfate)
Synonym: KWD 2019; KWD-2019; KWD2019; Terbutaline; Bricaril; Bricyn
IUPAC/Chemical Name: 5-(2-(tert-butylamino)-1-hydroxyethyl)benzene-1,3-diol
InChi Key: XWTYSIMOBUGWOL-UHFFFAOYSA-N
InChi Code: InChI=1S/C12H19NO3/c1-12(2,3)13-7-11(16)8-4-9(14)6-10(15)5-8/h4-6,11,13-16H,7H2,1-3H3
SMILES Code: OC1=CC(C(O)CNC(C)(C)C)=CC(O)=C1
Appearance: White to off-white crystalline 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, not in water
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: | A β2-adrenergic receptor agonist. |
| In vitro activity: | When PBMCs were exposed to only TERB (Terbutaline) without the activation stimulus, there were no cytokines detectable in the supernatant (data not shown). Upon activation in the presence of TERB, an increase of IL-17A concentration was observed in the majority of the samples (Fig. 2A). A minority of the activated samples showed a trend of decreased IL-17A upon treatment with TERB (Fig. 2A). When data were pooled together, the level of IL-17A produced by activated cells was increased by approximately 1.3-fold (P < 0.01) upon treatment with TERB (Fig. 2B). TERB decreased IFNγ concentrations in the subjects' samples to about 0.6-fold of the activated control group (Fig. 2C,D). The TERB effect on IL-17A and IFNγ was attenuated by the β2AR-specific antagonist ICI 118, 551 (Fig. 2B,D). Together, these data demonstrate that a proportion of Th17 cells express a functional β2AR, and that exposure of PBMC to a β2AR agonist tends to increase IL-17A and decrease IFNγ. Reference: FEBS J. 2017 Sep;284(18):3018-3028. https://febs.onlinelibrary.wiley.com/doi/full/10.1111/febs.14166 |
| In vivo activity: | Content of α‐ENaC on the cell membrane determine the rate of transfer. Protein levels of α‐, β‐, and γ‐ENaC in lungs from the LPS group were significantly lower than in the control group on both P1 and P7, while protein levels of α‐, β‐, and γ‐ENaC in lungs from the terbutaline group were significantly higher than in the LPS group on P7. And terbutaline partially improved the protein levels of α‐EnaC on P1. But there had no changes of the expression of β‐, and γ‐ENaC between the LPS group and the terbutaline group on P1. These data indicated that maternal exposure to endotoxin may decrease the expression of α‐, β‐, and γ‐ENaC in neonatal rat lungs and that terbutaline can inhibit this effect (Figures 3). Reference: Pediatr Pulmonol. 2019 Mar; 54(3): 280–288. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6618278/ |
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| Water | 22.5 | 100.00 |
The following data is based on the product molecular weight 225.29 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.
| 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: | 1. Carvajal Gonczi CM, Tabatabaei Shafiei M, East A, Martire E, Maurice-Ventouris MHI, Darlington PJ. Reciprocal modulation of helper Th1 and Th17 cells by the β2-adrenergic receptor agonist drug terbutaline. FEBS J. 2017 Sep;284(18):3018-3028. doi: 10.1111/febs.14166. Epub 2017 Aug 8. PMID: 28710773. 2. Fan Z, Lin W, Lv N, Ye Y, Tan W. R- and S-terbutaline activate large conductance and Ca2+ dependent K+ (BKCa) channel through interacting with β2 and M receptor respectively. Biochim Biophys Acta. 2016 Nov;1858(11):2745-2752. doi: 10.1016/j.bbamem.2016.07.016. Epub 2016 Jul 30. PMID: 27480802. 3. Shahidullah M, Wilson WS, Rafiq K, Sikder MH, Ferdous J, Delamere NA. Terbutaline, forskolin and cAMP reduce secretion of aqueous humour in the isolated bovine eye. PLoS One. 2020 Dec 21;15(12):e0244253. doi: 10.1371/journal.pone.0244253. PMID: 33347508; PMCID: PMC7751850. 4. Lu K, Chen X, Zhu W, Mao X, Yang Y, Qiu J, Zhang M, Cheng R. Terbutaline alleviates the lung injury in the neonatal rats exposed to endotoxin: Potential roles of epithelial sodium channels. Pediatr Pulmonol. 2019 Mar;54(3):280-288. doi: 10.1002/ppul.24242. Epub 2019 Jan 15. PMID: 30644180; PMCID: PMC6618278. |
| In vitro protocol: | 1. Carvajal Gonczi CM, Tabatabaei Shafiei M, East A, Martire E, Maurice-Ventouris MHI, Darlington PJ. Reciprocal modulation of helper Th1 and Th17 cells by the β2-adrenergic receptor agonist drug terbutaline. FEBS J. 2017 Sep;284(18):3018-3028. doi: 10.1111/febs.14166. Epub 2017 Aug 8. PMID: 28710773. 2. Fan Z, Lin W, Lv N, Ye Y, Tan W. R- and S-terbutaline activate large conductance and Ca2+ dependent K+ (BKCa) channel through interacting with β2 and M receptor respectively. Biochim Biophys Acta. 2016 Nov;1858(11):2745-2752. doi: 10.1016/j.bbamem.2016.07.016. Epub 2016 Jul 30. PMID: 27480802. |
| In vivo protocol: | 1. Shahidullah M, Wilson WS, Rafiq K, Sikder MH, Ferdous J, Delamere NA. Terbutaline, forskolin and cAMP reduce secretion of aqueous humour in the isolated bovine eye. PLoS One. 2020 Dec 21;15(12):e0244253. doi: 10.1371/journal.pone.0244253. PMID: 33347508; PMCID: PMC7751850. 2. Lu K, Chen X, Zhu W, Mao X, Yang Y, Qiu J, Zhang M, Cheng R. Terbutaline alleviates the lung injury in the neonatal rats exposed to endotoxin: Potential roles of epithelial sodium channels. Pediatr Pulmonol. 2019 Mar;54(3):280-288. doi: 10.1002/ppul.24242. Epub 2019 Jan 15. PMID: 30644180; PMCID: PMC6618278. |
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