Phe-Met-Arg-Phe, amide

Modify Date: 2026-07-02 14:10:35

Phe-Met-Arg-Phe, amide Structure
Phe-Met-Arg-Phe, amide structure
Common Name Phe-Met-Arg-Phe, amide
CAS Number 64190-70-1 Molecular Weight 598.76000
Density 1.32 g/cm3 Boiling Point N/A
Molecular Formula C29H42N8O4S Melting Point N/A
MSDS USA Flash Point N/A

 Use of Phe-Met-Arg-Phe, amide


Phe-Met-Arg-Phe, amide dose dependently (ED50=23 nM) activates a K+ current in the peptidergic caudodorsal neurons.

Summary: Phe-Met-Arg-Phe, amide (Chinese name: fmrf amide, CAS number: 64190-70-1, molecular formula: C29H42N8O4S, molecular weight: 598.76000) activates K+ currents in peptidergic neurons with an ED50 of 23 nM, exhibiting dose-dependent effects. For research-use only, not for medical or clinical usage.


 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name fmrf amide
Synonym More Synonyms

 Phe-Met-Arg-Phe, amide Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Phe-Met-Arg-Phe, amide dose dependently (ED50=23 nM) activates a K+ current in the peptidergic caudodorsal neurons.
Related Catalog
Target

ED50: 23 nM (K+ current)[1]

In Vitro In the molluscan central nervous system, Phe-Met-Arg-Phe, amide (FMRFa) acts on K+ channels in sensory, motor-, and neuroendocrine neurones. Phe-Met-Arg-Phe, amide activates a novel K+ current that is characterized by a combined voltage- and receptor-dependent gating mechanism, with both factors being necessary for opening of the channels[1]. Phe-Met-Arg-Phe, amide (1 μM) significantly inhibits glucose stimulated (300 mg/dL) insulin release (p<0.005) and somatostatin release (p<0.01) from the isolated perfused pancreas. Phe-Met-Arg-Phe, amide (FMRF-NH2) (1 and 10 μM) is without effect on glucagon secretion, either in low glucose (50 mg/dL), high glucose (300 mg/dL), or during arginine stimulation (5 mM)[2].
In Vivo Phe-Met-Arg-Phe, amide (FMRFamide) stimulates growth hormone secretion in conscious OVX rats. The presence of Phe-Met-Arg-Phe, amide-like immunoreactivity in neuronal elements in the hypothalamus suggested a role for this in the hypothalamic control of the anterior pituitary function. The injection of 200 ng (313.8 picomoles) of FMRFamide (in 2 uL) produces a significantly increased plasma GH 15 min after injection. The GH-increasing effect of 400-800 ng (627-1255 picomoles) of FMRFamide is already developed after 5 min and lasted up to 30 min[3].
References

[1]. Kits KS, et al. Phe-Met-Arg-Phe-amide activates a novel voltage-dependent K+ current through a lipoxygenasepathway in molluscan neurones. J Gen Physiol. 1997 Nov;110(5):611-28.

[2]. Sorenson RL, et al. Phe-met-arg-phe-amide (FMRF-NH2) inhibits insulin and somatostatin secretion and anti-FMRF-NH2 sera detects pancreatic polypeptide cells in the rat islet. Peptides. 1984 Jul-Aug;5(4):777-82.

[3]. Ottlecz A, et al. Phe-Met-Arg-Phe-amide (FMRFamide) stimulated growth hormone secretion in conscious OVX rats. Neuropeptides. 1987 Feb-Mar;9(2):161-7.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.32 g/cm3
Molecular Formula C29H42N8O4S
Molecular Weight 598.76000
Exact Mass 598.30500
PSA 243.61000
LogP 3.51940
Index of Refraction 1.639
InChIKey WCSPDMCSKYUFBX-ZJZGAYNASA-N
SMILES CSCCC(NC(=O)C(N)Cc1ccccc1)C(=O)NC(CCCN=C(N)N)C(=O)NC(Cc1ccccc1)C(N)=O

 MSDS

This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport

 Synthetic Route

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

 Precursor & DownStream

This table lists upstream starting materials and downstream derivative products related to this chemical.

Precursor  7

DownStream  0

 Articles31

More Articles

This table lists relevant public references with title, journal and publication metadata for this compound.

Persistent long-term facilitation at an identified synapse becomes labile with activation of short-term heterosynaptic plasticity.

J. Neurosci. 34(14) , 4776-85, (2014)

Short-term and long-term synaptic plasticity are cellular correlates of learning and memory of different durations. Little is known, however, how these two forms of plasticity interact at the same syn...

Some aspects of the immunolocalization of FMRFamide in the nervous system of turbellarians, Polycelis tenuis and Girardia tigrina. Short communication.

Acta Biol. Hung. 63 Suppl 2 , 83-7, (2012)

The details of the morphology of the nervous system has been investigated in two turbellarian species Polycelis tenuis and Girardia tigrina using confocal laser scanning microscopy and immunostaining ...

Seven up acts as a temporal factor during two different stages of neuroblast 5-6 development.

Development 138(24) , 5311-20, (2011)

Drosophila embryonic neuroblasts generate different cell types at different time points. This is controlled by a temporal cascade of Hb→Kr→Pdm→Cas→Grh, which acts to dictate distinct competence window...

 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

phenylalanyl-methionyl-arginyl-phenylalaninamide
Phe-Met-Arg-Phe-NH2
L-Phe-L-Met-L-Arg-L-Phe-NH2
L-PHE-MET
phe-met
Phe-Met-Arg-Phe-amide
H-Phe-Met-Arg-Phe-NH2
L-Phe-L-Met
L-PHENYLALANYL-L-METHIONINE
Phe-Met-Arg-Phe, amide

 Phe-Met-Arg-Phe, amide | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the English name of fmrf amide?
A: The English name of fmrf amide is fmrf amide.
Q: What is the molecular formula of fmrf amide?
A: Molecular formula of fmrf amide is C29H42N8O4S.
Q: What English synonyms does fmrf amide have?
A: English synonyms of fmrf amide: phenylalanyl-methionyl-arginyl-phenylalaninamide, Phe-Met-Arg-Phe-NH2, L-Phe-L-Met-L-Arg-L-Phe-NH2, L-PHE-MET, phe-met, Phe-Met-Arg-Phe-amide, H-Phe-Met-Arg-Phe-NH2, L-Phe-L-Met, L-PHENYLALANYL-L-METHIONINE, Phe-Met-Arg-Phe, amide.
Q: What is the LogP of fmrf amide?
A: LogP of fmrf amide is 3.51940.
Q: What is the InChIKey of fmrf amide?
A: InChIKey of fmrf amide is WCSPDMCSKYUFBX-ZJZGAYNASA-N.
Q: What is the polar surface area (PSA) of fmrf amide?
A: Polar surface area (PSA) of fmrf amide is 243.61000.
Q: What are the upstream materials of fmrf amide?
A: Related upstream materials(CAS) of fmrf amide: 123197-28-4;13734-34-4;58810-06-3;123197-27-3;5241-58-7;85642-22-4;2488-15-5.
Q: What is the molecular weight of fmrf amide?
A: Molecular weight of fmrf amide is 598.76000.
Q: What is the CAS number of fmrf amide?
A: CAS number of fmrf amide is 64190-70-1.
Q: What are the uses of fmrf amide?
A: Main uses of fmrf amide: Phe-Met-Arg-Phe, amide dose dependently (ED50=23 nM) activates a K+ current in the peptidergic caudodorsal neurons.

 Phe-Met-Arg-Phe, amidefactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
Dayang Chem (Hangzhou) Co., Ltd.
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