alpha-naphthyl butyrate
butyric acid, 1-naphthyl ester
Identification
| Name | alpha-naphthyl butyrate |
| IUPAC | naphthalen-1-yl butanoate |
| CAS Number | 3121-70-8 |
| EINECS | 221-500-7 |
| FDA UNII | 9UZL9U0CIK |
| Molecular Formula | C14 H14 O2 |
| Molecular Weight | 214.26398000 |
| MDL Number | MFCD00003923 |
| Nikkaji Number | J208.090G |
| Beilstein | 2558646 |
| XlogP3 | 3.60 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 1.09100 to 1.09400 @ 20.00 °C. |
| Pounds per Gallon - (est). | 9.089 to 9.114 |
| Refractive Index | 1.57000 to 1.57300 @ 20.00 °C. |
| Boiling Point | 182.00 °C. @ 18.00 mm Hg, 320.00 to 321.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 243.00 °F. TCC ( 117.20 °C. ) (est) |
| logP (o/w) | 3.856 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for alpha-naphthyl butyrate usage levels up to | not for fragrance use. |
| Recommendation for alpha-naphthyl butyrate flavor usage levels up to | not for flavor use. |
Potential Uses
Natural Occurrence
Synonyms
butanoic acid 1-naphthyl ester
butanoic acid, 1-naphthalenyl ester
butyric acid 1-naphthyl ester
butyric acid, 1-naphthyl ester
naphthalen-1-yl butanoate
1-
naphthyl butyrate
1-
naphthylbutyrate
PubMed:
Characterization of a novel lipolytic enzyme from Aspergillus oryzae.
PubMed:
Esterase isoenzymes and insecticide resistance in Frankliniella occidentalis populations from the south-east region of Spain.
PubMed:
A peculiar case of acute myeloid leukemia mimicking plasmacytoid dendritic precursor cell leukemia.
PubMed:
N-linked oligosaccharides of Aspergillus awamori feruloyl esterase are important for thermostability and catalysis.
PubMed:
Identification of esterases expressed in Caco-2 cells and effects of their hydrolyzing activity in predicting human intestinal absorption.
PubMed:
Myeloid enzymes profile related to the immunophenotypic characteristics of blast cells from patients with acute myeloid leukemia (AML) at diagnosis.
PubMed:
Mutational analysis of a feruloyl esterase from Aspergillus awamori involved in substrate discrimination and pH dependence.
PubMed:
Relative contributions of enzyme cytochemistry and flow cytometric immunophenotyping to the evaluation of acute myeloid leukemias with a monocytic component and of flow cytometric immunophenotyping to the evaluation of absolute monocytoses.
PubMed:
Monocytes with altered phenotypes in posttrauma patients.
PubMed:
The professional phagocytes of sea bass (Dicentrarchus labrax L.): cytochemical characterisation of neutrophils and macrophages in the normal and inflamed peritoneal cavity.
PubMed:
Acute monoblastic leukemia with t(8;16): a distinct clinicopathologic entity; report of a case and review of the literature.
PubMed:
Reliability and limitations of cytochemistry in diagnosis of acute myeloid leukemia. Minireview.
PubMed:
[Effect of the cholinesterase reactivator dipyroxime in various models of delayed hypersensitivity during acute intoxication by acrylonitrile].
PubMed:
Establishment and characterization of an arsenic-sensitive monoblastic leukaemia cell line (SigM5).
PubMed:
Differential cytochemical staining characteristics of channel catfish leukocytes identify cell populations in lymphoid organs.
PubMed:
Cytochemical staining characteristics of leukocytes of the common brushtail possum (Trichosurus vulpecula).
PubMed:
The effects of hormone replacement therapy on hypothalamic neuropeptide gene expression in a primate model of menopause.
PubMed:
Comprehensive review of adult acute myelogenous leukemia: cytomorphological, enzyme cytochemical, flow cytometric immunophenotypic, and cytogenetic findings.
PubMed:
Neutrophil and macrophage responses to inflammation in the peritoneal cavity of rainbow trout Oncorhynchus mykiss. A light and electron microscopic cytochemical study.
PubMed:
Proanthocyanidins from barley bran potentiate retinoic acid-induced granulocytic and sodium butyrate-induced monocytic differentiation of HL60 cells.
PubMed:
Three cases of near-tetraploid acute myeloid leukemias originating in pluripotent myeloid progenitors.
PubMed:
Establishment and characterization of a novel human promonocytic cell line from peripheral blood of a patient with psoriasis.
PubMed:
Abnormalities of esterase and glycogen in developing macrophages in non-Hodgkin's lymphoma: a quantitative cytochemical study.
PubMed:
Establishment and characterization of an immature human megakaryoblastic cell line, MEG-A2.
PubMed:
Dexamethasone alters the subpopulation make-up of rat bone marrow stromal cell cultures.
PubMed:
Minimally differentiated acute myeloid leukaemia (AML-M0): cytochemical, immunophenotypic and cytogenetic analysis of 19 cases.
PubMed:
Primary splenic lymphoma in a horse.
PubMed:
[CD14-positive and nonspecific esterase-positive neutrophils in a patient with refractory anemia with excess of blasts in transformation].
PubMed:
Disordered macrophage development in Hodgkin's disease shown by quantitative cytochemistry.
PubMed:
Quantitative enzyme cytochemistry during human macrophage development.
PubMed:
Isolation and functional studies on feline bone marrow derived macrophages.
PubMed:
EDTA induces differentiation and suppresses proliferation of promyelocytic leukemia cell line HL-60--possible participation of zinc.
PubMed:
Histochemical and immunohistochemical study of the mucosal lymphoid system in swine.
PubMed:
[Philadelphia chromosome (Ph1) positive acute myelomonocytic leukemia with esophageal cancer: a case report].
PubMed:
alpha-Naphthyl butyrate carboxylesterase activity in human and rat nasal tissue.
PubMed:
Cytotoxicity in feline leukemia virus subgroup-C infected fibroblasts is mediated by adherent bone marrow mononuclear cells.
PubMed:
Characterization of glycoprotein IIb/IIIa-positive cells in human umbilical cord blood: their potential usefulness as megakaryocyte progenitors.
PubMed:
Monocytic differentiation induction of HL-60 cells by MC 903, a novel vitamin D analogue.
PubMed:
Cytochemical study of activated peritoneal macrophages in normal and tumor-bearing rats.
PubMed:
Human c-fgr induces a monocyte-specific enzyme in NIH 3T3 cells.
PubMed:
Dendritic accessory cells derived from rat bone marrow precursors under chemically defined conditions in vitro belong to the myeloid lineage.
PubMed:
[Esterase activity of neutrophils and monocytes in patients with stenocardia and myocardial infarction].
PubMed:
Human monoblastoid cell line U-937 cultured in protein-free medium: immunophenotype, cytochemical and biochemical markers.
PubMed:
Cytochemical and immunocytochemical characterization of Yoshida ascites sarcoma cells.
PubMed:
Establishment of a macrophagelike cell line derived from U-937, human histiocytic lymphoma, grown serum-free.
PubMed:
Temperature regulation of microtiter plates for enzyme assays.
PubMed:
Sex dependence of naphthyl butyrate esterase activity in rat serum.
PubMed:
Differentiation of human myeloid leukemia cell line ML-1 induced by retinoic acid and 1,25-dihydroxyvitamin D3.
PubMed:
[Acute myelomonocytic leukemia with inv (16) (p13 q22) disappeared abnormal karyotype during complete remission].
PubMed:
Cooperative effects of gamma-interferon and 1 alpha, 25-dihydroxyvitamin D3 on in vitro differentiation of the blast cells of RAEB and RAEB-T.
PubMed:
Quinidine-induced inhibition of leukocyte esterases.
PubMed:
Quinidine-induced decrease of intracellular esterase activity in a hepatoma cell line.
PubMed:
Pitfalls in ecto-5'-nucleotidase enzyme cytochemistry as demonstrated by the immunogold-labelling technique on macrophages.
PubMed:
A case of acute promyelocytic leukaemia with 'faggot cells' exhibiting strong alpha-naphthylbutyrate esterase activity.
PubMed:
[Cytochemical findings in acute promyelocytic leukemias].
PubMed:
[Modifications of immunoenzymatic aspects of B-cell chronic lymphocytic leukemia lymphocytes incubated in vitro with polyclonal B-cell activators and alpha-interferon].
PubMed:
Novel monocyte-like properties of microglial/astroglial cells. Constitutive secretion of lysozyme and cystatin-C.
PubMed:
Cytochemical profile of megakaryoblastic leukaemia: a study with cytochemical methods, monoclonal antibodies, and ultrastructural cytochemistry.
PubMed:
Enzyme histochemistry of the rat nasal mucosa embedded in cold glycol methacrylate.
PubMed:
Enzymatic histochemistry of mouse kidney in plastic.
PubMed:
Eosinophilia in children. Cytochemical and immunological analysis of increased eosinophils.
PubMed:
[alpha-Naphthylbutyrate esterase as a marker of immunologic variants of lymphocytes].
PubMed:
Enzyme histochemistry of hepatocellular neoplasms.
PubMed:
Hereditary monocyte esterase deficiency.
PubMed:
[An acute monocytic leukemia with no POX, alpha-NBE activity of blast cells and normal lysozyme level].
PubMed:
Characterization of rabbit stromal fibroblasts derived from red and yellow bone marrow.
PubMed:
Acute myelomonocytic leukemia: an unusual variant with both granulocytic and monocytic esterases in the leukemic cells.
PubMed:
[Activity of alpha-naphthylbutyrate esterase in the peripheral blood cells of healthy subjects].
PubMed:
[Cytochemical activity of bone marrow and blood esterases in healthy subjects and in leukemia].
PubMed:
Heterogeneity and prognostic significance of macrophages in human colonic carcinomas.
PubMed:
Cytochemical characterization of leukemic cells from 20 dogs.
PubMed:
Ultrastructural patterns of the alpha-naphthyl butyrate esterase activity in normal and leukaemic peripheral blood leucocytes.
PubMed:
[Cytochemical studies of T- and B-lymphocyte subpopulations in normal conditions and in malignant lymphoproliferative diseases].
PubMed:
Enzyme histochemistry of normal and neoplastic transitional epithelium.
PubMed:
[Studies on monocytes in acute leukemia. Changes in absolute counts and in staining with alpha-naphthyl butyrate esterase].
PubMed:
Morphologic, cytochemical, and functional studies of peripheral blood cells of young healthy American alligators (Alligator mississippiensis).
PubMed:
Liver endothelium and not hepatocytes or Kupffer cells have transferrin receptors.
PubMed:
[Suitability of the alpha-naphthyl-butyrate-esterase reaction for the demonstration of monocytes in peripheral cell smears and cell concentrates].
PubMed:
Esterase cytochemistry in primary myelodysplastic syndromes and megaloblastic anaemias: demonstration of abnormal staining patterns associated with dysmyelopoiesis.
PubMed:
Alpha-naphthyl butyrate esterase (a selective cytochemical monocyte marker).
PubMed:
Identification and distribution of immunocompetent cells in inflamed gingiva of human chronic periodontitis.
PubMed:
Evaluation of tissue preparation methods and paired immunofluorescence staining for immunocytochemistry of lymphomas.
PubMed:
A lymphoblastoid cell line with high phagocytic activity established from peripheral blood of a patient with chronic myelocytic leukemia in blast crisis.
PubMed:
Macrophages and infertility: oviductal macrophages as potential mediators of infertility.
PubMed:
Esterase staining in monocytes.
PubMed:
Lidocaine effects on immunocompetent cells. Implications for studies of cells obtained by bronchoalveolar lavage.
PubMed:
Characterization of mononuclear phagocytes from the mouse, guinea pig, rat, and man.
PubMed:
Enzymatic deficiency in monocytes from patients with chronic granulomatous disease.
PubMed:
Blastic transformation of a well-differentiated monocytic leukemia: changes in cytochemical and cell surface markers.
PubMed:
Cytochemical study in human lymphocyte subpopulations as defined by Fc receptors.
PubMed:
Differentiation of macrophages from Lewis lung carcinoma tumour cells in tissue sections by their alpha-naphthyl butyrate esterase activity.
PubMed:
An ultraviolet spectrophotometric assay for alpha-naphthyl acetate and alpha-naphthyl butyrate esterases.
PubMed:
Enzyme histochemistry and immunohistochemistry on biopsy specimens of pathologic human bone marrow.
PubMed:
Identification of alpha-naphthyl butyrate esterase as a plasma membrane ectoenzyme of monocytes and as a discrete intracellular membrane-bounded organelle in lymphocytes.
PubMed:
Monocyte alpha-naphtyl esterase deficiency in chronic granulomatous disease.
PubMed:
Chronic myelomonocytic leukemia in childhood.
PubMed:
Cytochemical reactions in resting and activated T-lymphocytes.
PubMed:
Enzyme histochemistry on bone marrow biopsies: reactions useful in the differential diagnosis of leukemia and lymphoma applied to 2-micron plastic sections.
PubMed:
Characterization of blast cells in acute nonlymphoid leukemias by consecutive cytochemical reactions.