Home Amines 140898-91-5
140898-91-5,MFCD03695491
Catalog No.:AA00HVVK

140898-91-5 | 5-Aminolevulinic acid hexyl ester hydrochloride

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25mg
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100mg
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250mg
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500mg
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1g
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5g
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10g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00HVVK
Chemical Name:
5-Aminolevulinic acid hexyl ester hydrochloride
CAS Number:
140898-91-5
Molecular Formula:
C11H22ClNO3
Molecular Weight:
251.7503
MDL Number:
MFCD03695491
SMILES:
CCCCCCOC(=O)CCC(=O)CN.Cl
Properties
Computed Properties
 
Complexity:
192  
Covalently-Bonded Unit Count:
2  
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
10  

Downstream Synthesis Route
5451-09-2    111-27-3   
5-amino-4-oxo-pentanoicacidhexylester;hydrochloride 

[1]BioorganicChemistry,2018,vol.78,p.372-380

[2]Actapoloniaepharmaceutica,2003,vol.60,p.219-224

[3]PhotochemistryandPhotobiology,2003,vol.78,p.481-486

[4]Patent:KR2016/101372,2016,A.Locationinpatent:Paragraph0093-0095

[5]PhotochemicalandPhotobiologicalSciences,2017,vol.16,p.1623-1630

[6]Patent:KR2019/4119,2019,A.Locationinpatent:Paragraph0053;0054

Literature

Title: Hexaminolevulinate blue light cystoscopy: a review of its use in the diagnosis of bladder cancer.

Journal: Molecular diagnosis & therapy 20140201

Title: Protoporphyrin IX formation and photobleaching in different layers of normal human skin: methyl- and hexylaminolevulinate and different light sources.

Journal: Experimental dermatology 20121001

Title: Modulation of telomerase and signal transduction proteins by hexyl-ALA-photodynamic therapy (PDT) in human doxorubicin resistant cancer cell models.

Journal: Photodiagnosis and photodynamic therapy 20120901

Title: Photodynamic therapy of cervical intraepithelial neoplasia 1-3 and human papilloma virus (HMV) infection with methylaminolevulinate and hexaminolevulinate--a double-blind, dose-finding study.

Journal: Lasers in surgery and medicine 20120801

Title: Hexaminolevulinate-induced fluorescence versus white light during transurethral resection of noninvasive bladder tumor: does it reduce recurrences?

Journal: Urology 20120801

Title: Editorial comment.

Journal: Urology 20120801

Title: Editorial comment.

Journal: The Journal of urology 20120701

Title: Long-term decrease in bladder cancer recurrence with hexaminolevulinate enabled fluorescence cystoscopy.

Journal: The Journal of urology 20120701

Title: Is there a learning curve for photodynamic diagnosis of bladder cancer with hexaminolevulinate hydrochloride?

Journal: The Canadian journal of urology 20120601

Title: Role of hexaminolevulinate-guided fluorescence cystoscopy in bladder cancer: critical analysis of the latest data and European guidance.

Journal: Scandinavian journal of urology and nephrology 20120401

Title: Porphyrin biodistribution in UV-exposed murine skin after methyl- and hexyl-aminolevulinate incubation.

Journal: Experimental dermatology 20120401

Title: Blue light cystoscopy for detection and treatment of non-muscle invasive bladder cancer.

Journal: The Canadian journal of urology 20120401

Title: [Interest of flexible videocystoscopy in blue light (+Hexvix(®)) in consultation for the diagnosis of vesical tumor].

Journal: Progres en urologie : journal de l'Association francaise d'urologie et de la Societe francaise d'urologie 20120301

Title: Development of a new illumination procedure for photodynamic therapy of the abdominal cavity.

Journal: Journal of biomedical optics 20120301

Title: Treatment changes and long-term recurrence rates after hexaminolevulinate (HAL) fluorescence cystoscopy: does it really make a difference in patients with non-muscle-invasive bladder cancer (NMIBC)?

Journal: BJU international 20120201

Title: The enhanced anti-cancer effect of hexenyl ester of 5-aminolaevulinic acid photodynamic therapy in adriamycin-resistant compared to non-resistant breast cancer cells.

Journal: Lasers in surgery and medicine 20120101

Title: Simultaneously targeting mitochondria and endoplasmic reticulum by photodynamic therapy induces apoptosis in human lymphoma cells.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20111101

Title: [Hexaminolevulinate photodynamic diagnosis in non-muscle invasive bladder cancer: experience of the BLUE group].

Journal: Actas urologicas espanolas 20110901

Title: [Comment to 'Photodynamic diagnosis with hexaminolevulinate in Non-Muscle-Invasive Bladder Cancer. Experience of the BLUE GROUP'].

Journal: Actas urologicas espanolas 20110901

Title: [Photodynamic diagnostics of bladder carcinoma].

Journal: Der Urologe. Ausg. A 20110901

Title: [Expression of the tumormarker p16INK4a in cytology specimens of the urinary bladder. A new means for early recognition and surveillance of urothelial cancer].

Journal: Der Urologe. Ausg. A 20110901

Title: Photodynamic therapy (PDT) - Initiation of apoptosis via activation of stress-activated p38 MAPK and JNK signal pathway in H460 cell lines.

Journal: Photodiagnosis and photodynamic therapy 20110901

Title: Treatment of high grade cervical intraepithelial neoplasia by photodynamic therapy using hexylaminolevulinate may be costeffective compared to conisation procedures due to decreased pregnancy-related morbidity.

Journal: Lasers in surgery and medicine 20110901

Title: Hexaminolevulinate-mediated photodynamic purging of marrow grafts with murine breast carcinoma.

Journal: Bone marrow transplantation 20110801

Title: Photodynamic therapy with hexyl aminolevulinate induces carbonylation, posttranslational modifications and changed expression of proteins in cell survival and cell death pathways.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20110701

Title: Photo induced hexylaminolevulinate destruction of rat bladder cells AY-27.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20110601

Title: Biodistribution of PVP-hypericin and hexaminolevulinate-induced PpIX in normal and orthotopic tumor-bearing rat urinary bladder.

Journal: Cancer chemotherapy and pharmacology 20110401

Title: Development of novel oral formulations prepared via hot melt extrusion for targeted delivery of photosensitizer to the colon.

Journal: Photochemistry and photobiology 20110101

Title: Photodynamic diagnosis of non-muscle invasive bladder cancer using hexaminolevulinic acid.

Journal: Romanian journal of morphology and embryology = Revue roumaine de morphologie et embryologie 20110101

Title: [Fluorescence cystoscopy with hexaminolevulinate: our preliminary experience of 184 procedures].

Journal: Urologia 20110101

Title: Reflectance spectroscopy and fluorescein angiography applied to assess photodynamic response in healthy mouse skin treated with topical hexylaminolevulinate.

Journal: Photodiagnosis and photodynamic therapy 20101201

Title: Continuous or fractionated photodynamic therapy? Comparison of three PDT schemes for ovarian peritoneal micrometastasis treatment in a rat model.

Journal: Photodiagnosis and photodynamic therapy 20101201

Title: Hexaminolevulinate guided fluorescence cystoscopy reduces recurrence in patients with nonmuscle invasive bladder cancer.

Journal: The Journal of urology 20101101

Title: Effects of photodynamic therapy using topical applied hexylaminolevulinate and methylaminolevulinate upon the integrity of cervical epithelium.

Journal: Lasers in surgery and medicine 20101101

Title: [Photodynamic diagnosis (cystoscopy with hexaminolevulinate) in the surveillance of urothelial lesions managed with conservative treatment].

Journal: Annales de pathologie 20101101

Title: Hexaminolevulinate-mediated photodynamic purging of leukemia cells from BM.

Journal: Bone marrow transplantation 20101001

Title: HAL blue-light cystoscopy in high-risk nonmuscle-invasive bladder cancer--re-TURBT recurrence rates in a prospective, randomized study.

Journal: Urology 20100901

Title: Photodynamic therapy with topical methyl- and hexylaminolevulinate for prophylaxis and treatment of UV-induced SCC in hairless mice.

Journal: Experimental dermatology 20100801

Title: Hexyl aminolaevulinate is a more effective topical photosensitiser precursor than methyl aminolaevulinate and 5-aminolaevulinic acids when applied in equimolar doses.

Journal: Journal of pharmaceutical sciences 20100801

Title: Photodynamic diagnosis in patients with T1G3 bladder cancer: influence on recurrence rate.

Journal: World journal of urology 20100801

Title: Photodynamic therapy with hexenyl ester of 5-aminolevulinic acid induces necrotic cell death in salivary gland adenocarcinoma cells.

Journal: Oncology reports 20100701

Title: Augmented cecal mucosa appears pink under hexylaminolevulinate 'blue light' fluorescence cystoscopy.

Journal: Journal of endourology 20100601

Title: [Fluorescence diagnosis in patients with non-muscle invasive bladder cancer: results of a metaanalysis].

Journal: Aktuelle Urologie 20100501

Title: Photodynamic diagnosis in non-muscle-invasive bladder cancer: a systematic review and cumulative analysis of prospective studies.

Journal: European urology 20100401

Title: Hexaminolevulinate-guided fluorescence cystoscopy in the diagnosis and follow-up of patients with non-muscle-invasive bladder cancer: review of the evidence and recommendations.

Journal: European urology 20100401

Title: Hexylaminolaevulinate fluorescence cystoscopy in patients previously treated with intravesical bacille Calmette-Guérin.

Journal: BJU international 20100301

Title: [Hexaminolevulinate fluorescence cystoscopy in 2009].

Journal: Progres en urologie : journal de l'Association francaise d'urologie et de la Societe francaise d'urologie 20100301

Title: The role of hexylaminolaevulinate in the diagnosis and follow-up of non-muscle-invasive bladder cancer.

Journal: BJU international 20100201

Title: New bladder cancer removal technique reduces recurrence.

Journal: Mayo Clinic health letter (English ed.) 20100201

Title: Hexaminolevulinate-induced fluorescence colonoscopy versus white light endoscopy for diagnosis of neoplastic lesions in the colon.

Journal: Endoscopy 20100101

Title: Fluorescence cystoscopy with high-resolution optical coherence tomography imaging as an adjunct reduces false-positive findings in the diagnosis of urothelial carcinoma of the bladder.

Journal: European urology 20091201

Title: Hexaminolevulinate is equal to 5-aminolevulinic acid concerning residual tumor and recurrence rate following photodynamic diagnostic assisted transurethral resection of bladder tumors.

Journal: Urology 20091201

Title: Editorial comment.

Journal: Urology 20091201

Title: Pharmacokinetic of ALA and h-ALA induced porphyrins in the models Mycobacterium phlei and Mycobacterium smegmatis.

Journal: Journal of photochemistry and photobiology. B, Biology 20091006

Title: Improved detection and reduced early recurrence of non-muscle-invasive bladder cancer using hexaminolaevulinate fluorescence cystoscopy: results of a multicentre prospective randomized study (PC B305).

Journal: BJU international 20091001

Title: Blue-sky thinking about blue-light cystoscopy.

Journal: BJU international 20091001

Title: Synergistic increase in osteosarcoma cell sensitivity to photodynamic therapy with aminolevulinic acid hexyl ester in the presence of hyperthermia.

Journal: Photomedicine and laser surgery 20091001

Title: [Photodynamic diagnosis (PDD) in non-muscle invasive bladder cancer. Literature review].

Journal: Actas urologicas espanolas 20091001

Title: Flexible cystoscopy: a revolution in urological practice.

Journal: British journal of hospital medicine (London, England : 2005) 20091001

Title: Editorial comment on: A new generation of optical diagnostics for bladder cancer: technology, diagnostic accuracy, and future applications.

Journal: European urology 20090801

Title: Hexyl aminolevulinate fluorescence cystoscopy in bladder cancer.

Journal: Expert review of anticancer therapy 20090801

Title: Hexylaminolevulinate photodynamic diagnosis for multifocal recurrent nonmuscle invasive bladder cancer.

Journal: Journal of endourology 20090601

Title: Hexaminolevulinate fluorescence cystoscopy and transurethral resection of the bladder in noninvasive bladder tumors.

Journal: Journal of endourology 20090601

Title: Hexylaminolaevulinate 'blue light' fluorescence cystoscopy in the investigation of clinically unconfirmed positive urine cytology.

Journal: BJU international 20090501

Title: Fluorescence-guided transurethral resection of bladder cancer using hexaminolevulinate: analysis of health economic impact in Sweden.

Journal: Scandinavian journal of urology and nephrology 20090101

Title: Comparison of ALA- and ALA hexyl-ester-induced PpIX depth distribution in human skin carcinoma.

Journal: Journal of photochemistry and photobiology. B, Biology 20081211

Title: Preliminary results of intraoperative photodynamic therapy with 5-aminolevulinic acid in dogs with prostate carcinoma.

Journal: Veterinary journal (London, England : 1997) 20081101

Title: Photodynamic therapy of cervical intraepithelial neoplasia with hexaminolevulinate.

Journal: Lasers in surgery and medicine 20081101

Title: Effects of photoactivated 5-aminolevulinic acid hexyl ester on MDR1 over-expressing human uterine sarcoma cells.

Journal: Toxicology letters 20080901

Title: [Calculating the price of a new diagnostic or therapeutic option. Example of transurethral resection of bladder tumors using photodynamic diagnostics with hexaminolevulinic acid].

Journal: Der Urologe. Ausg. A 20080901

Title: Analysis of differential PDT effect in rat bladder tumor models according to concentrations of intravesical hexyl-aminolevulinate.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20080901

Title: Comparison of continuous and fractionated illumination during hexaminolaevulinate-photodynamic therapy.

Journal: Photodiagnosis and photodynamic therapy 20080901

Title: Protoporphyrin IX fluorescence photobleaching is a useful tool to predict the response of rat ovarian cancer following hexaminolevulinate photodynamic therapy.

Journal: Lasers in surgery and medicine 20080701

Title: The economic benefit of photodynamic diagnosis in non-muscle invasive bladder cancer.

Journal: Photodiagnosis and photodynamic therapy 20080601

Title: [Initial experience in the diagnosis and treatment of superficial bladder tumors with Hexvix].

Journal: Archivos espanoles de urologia 20080501

Title: Pharmacokinetics and selectivity of porphyrin synthesis after topical application of hexaminolevulinate in patients with cervical intraepithelial neoplasia.

Journal: American journal of obstetrics and gynecology 20080301

Title: Early detection of premalignant conditions in the colon by fluorescence endoscopy using local sensitization with hexaminolevulinate.

Journal: Endoscopy 20080201

Title: Clinical evaluation of bioadhesive hydrogels for topical delivery of hexylaminolevulinate to Barrett's esophagus.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20071120

Title: [Fluorescence cystoscopy at bladder cancer: present trials].

Journal: Der Urologe. Ausg. A 20071101

Title: Microbiological effect of photodynamic therapy (PDT) in healthy volunteers: a comparative study using methyl aminolaevulinate and hexyl aminolaevulinate cream.

Journal: Clinical and experimental dermatology 20071101

Title: [Fluorescence diagnosis and photodynamic therapy in urology].

Journal: Aktuelle Urologie 20071101

Title: The role of hexaminolevulinate fluorescence cystoscopy in bladder cancer.

Journal: Nature clinical practice. Urology 20071001

Title: Recent developments in fluorescence cystoscopy: do novel agents bring a benefit?

Journal: Current opinion in urology 20070901

Title: Comparison of aminolevulinic acid- and hexylester aminolevulinate-induced protoporphyrin IX fluorescence for the detection of ovarian cancer in a rat model.

Journal: Photomedicine and laser surgery 20070801

Title: A phase III, multicenter comparison of hexaminolevulinate fluorescence cystoscopy and white light cystoscopy for the detection of superficial papillary lesions in patients with bladder cancer.

Journal: The Journal of urology 20070701

Title: A comparison of hexaminolevulinate fluorescence cystoscopy and white light cystoscopy for the detection of carcinoma in situ in patients with bladder cancer: a phase III, multicenter study.

Journal: The Journal of urology 20070701

Title: Detection of urinary bladder cancer with flow cytometry and hexaminolevulinate in urine samples.

Journal: Cytopathology : official journal of the British Society for Clinical Cytology 20070401

Title: Hexyl-aminolevulinate-mediated photodynamic therapy: how to spare normal urothelium. An in vitro approach.

Journal: Lasers in surgery and medicine 20070101

Title: Mapping of oxidative stress responses of human tumor cells following photodynamic therapy using hexaminolevulinate.

Journal: BMC genomics 20070101

Title: Involvement of both caspase-dependent and -independent pathways in apoptotic induction by hexaminolevulinate-mediated photodynamic therapy in human lymphoma cells.

Journal: Apoptosis : an international journal on programmed cell death 20061101

Title: Photodynamic effects on nasopharyngeal carcinoma (NPC) cells with 5-aminolevulinic acid or its hexyl ester.

Journal: Cancer letters 20061008

Title: Topical application of 5-aminolaevulinic acid, methyl 5-aminolaevulinate and hexyl 5-aminolaevulinate on normal human skin.

Journal: The British journal of dermatology 20061001

Title: A case of anaphylactic shock possibly caused by intravesical Hexvix.

Journal: Acta anaesthesiologica Scandinavica 20061001

Title: The cytotoxic and genotoxic potential of 5-aminolevulinic acid on lymphocytes: a comet assay study.

Journal: Cancer chemotherapy and pharmacology 20060901

Title: Determination of the bioavailability of [14C]-hexaminolevulinate using accelerator mass spectrometry after intravesical administration to human volunteers.

Journal: Journal of clinical pharmacology 20060401

Title: Induction of apoptosis by hexaminolevulinate-mediated photodynamic therapy in human colon carcinoma cell line 320DM.

Journal: Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer 20060101

Title: Spectroscopic measurements of photoinduced processes in human skin after topical application of the hexyl ester of 5-aminolevulinic acid.

Journal: Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer 20060101

Title: Targeting PBR by hexaminolevulinate-mediated photodynamic therapy induces apoptosis through translocation of apoptosis-inducing factor in human leukemia cells.

Journal: Cancer research 20051201

Title: Light scattering from intact cells reports oxidative-stress-induced mitochondrial swelling.

Journal: Biophysical journal 20050401

Title: Hexyl aminolevulinate: 5-ALA hexylester, 5-ALA hexylesther, aminolevulinic acid hexyl ester, hexaminolevulinate, hexyl 5-aminolevulinate, P 1206.

Journal: Drugs in R&D 20050101

Title: Kinetics, biodistribution and therapeutic efficacy of hexylester 5-aminolevulinate induced photodynamic therapy in an orthotopic rat bladder tumor model.

Journal: The Journal of urology 20041101

Title: Hexaminolevulinate-induced fluorescence endoscopy in patients with rectal adenoma and cancer: a pilot study.

Journal: Gastrointestinal endoscopy 20040901

Title: In vitro evaluation of the cytotoxic and mutagenic potential of the 5-aminolevulinic acid hexylester-mediated photodynamic therapy.

Journal: Mutation research 20040711

Title: Protoporphyrin IX-accumulation in human tumor cells following topical ALA- and h-ALA-application in vivo.

Journal: Cancer letters 20031208

Title: Infrared spectral comparison of 5-aminolevulinic acid and its hexyl ester.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20030901

Title: Comparison of aminolevulinic acid and hexylester aminolevulinate induced protoporphyrin IX distribution in human bladder cancer.

Journal: The Journal of urology 20030801

Title: Photodynamic effects of 5-aminolevulinic acid and its hexylester on several cell lines.

Journal: Sheng wu hua xue yu sheng wu wu li xue bao Acta biochimica et biophysica Sinica 20030701

Title: Topical application of ALA and ALA hexyl ester on a subcutaneous murine mammary adenocarcinoma: tissue distribution.

Journal: British journal of cancer 20030210

Title: Comparative in vitro percutaneous penetration of 5-aminolevulinic acid and two of its esters through excised hairless mouse skin.

Journal: Lasers in surgery and medicine 20030101

Title: Comparison of 5-aminolevulinic acid and its hexylester mediated photodynamic action on human hepatoma cells.

Journal: Sheng wu hua xue yu sheng wu wu li xue bao Acta biochimica et biophysica Sinica 20020901

Title: ALA and ALA hexyl ester in free and liposomal formulations for the photosensitisation of tumour organ cultures.

Journal: British journal of cancer 20020304

Title: Protoporphyrin IX distribution following local application of 5-aminolevulinic acid and its esterified derivatives in the tissue layers of the normal rat colon.

Journal: British journal of cancer 20011101

Title: ALA and ALA hexyl ester-induced porphyrin synthesis in chemically induced skin tumours: the role of different vehicles on improving photosensitization.

Journal: British journal of cancer 20011101

Title: Evaluation of protoporphyrin IX production, phototoxicity and cell death pathway induced by hexylester of 5-aminolevulinic acid in Reh and HPB-ALL cells.

Journal: Cancer letters 20010810

Title: Development of a novel indwelling balloon applicator for optimizing light delivery in photodynamic therapy.

Journal: Lasers in surgery and medicine 20010101

Title: Rose JB, et al. Budget impact of incorporating one instillation of hexaminolevulinate hydrochloride blue-light cytoscopy in transurethral bladder tumour resection for patients with non-muscle-invasive bladder cancer in Sweden. BJU Int. 2015 Aug 25. doi: 10.1111/bju.13261.

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