cis-Urocanic acid

Base Information

Chemical Name:cis-Urocanic acid
CAS No.:7699-35-6
Molecular Formula:C6H6N2O2
Molecular Weight:138.126
Hs Code.:2933290090
UNII:5LM7WD7VIC
DSSTox Substance ID:DTXSID901316398
Nikkaji Number:J168.823E
Wikidata:Q27113993
NCI Thesaurus Code:C99125
Pharos Ligand ID:A4TDUTJCUKNN
Metabolomics Workbench ID:46400
ChEMBL ID:CHEMBL1316726
Mol file:7699-35-6.mol

Synonyms:cis-Urocanic acid;7699-35-6;cis-UCA;Imidazole-4-acrylic acid, (Z)-;(Z)-Imidazole-4-acrylic acid;Urocanic acid, cis-;(Z)-3-(1H-imidazol-5-yl)prop-2-enoic acid;UNII-5LM7WD7VIC;(E)-Urocanic acid;5LM7WD7VIC;CHEBI:30818;NSC 407934;NSC-407934;(Z)-3-(1H-Imidazol-5-yl)acrylic acid;(Z)-3-(3H-imidazol-4-yl)prop-2-enoic Acid;(2Z)-3-(1H-imidazol-4-yl)prop-2-enoic acid;(Z)-Urocanic acid;MFCD11045310;Lopac-U-7500;cis-3-(1H-imidazol-4-yl)-2-propenoic acid;SCHEMBL1755678;CHEMBL1316726;SCHEMBL12963908;DTXSID901316398;HY-113008A;NCGC00016079-01;MS-22807;CS-0109435;(2Z)-3-(1H-imidazol-5-yl)prop-2-enoic acid;cis-Urocanic acid, >=98% (HPLC), solid (fluffy);(E)-3-(3H-IMIDAZOL-4-YL)PROP-2-ENOIC ACID;Q27113993;2-PROPENOIC ACID, 3-(1H-IMIDAZOL-5-YL)-, (2Z)-

Suppliers and Price of cis-Urocanic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
cis-Urocanic acid
50mg
$ 835.00

Sigma-Aldrich
cis-Urocanic acid ≥98% (HPLC), solid (fluffy)
10mg
$ 231.00

Sigma-Aldrich
cis-Urocanic acid ≥98% (HPLC), solid (fluffy)
50mg
$ 923.00

Medical Isotopes, Inc.
cis-Urocanicacid-13C3 >98%
1 mg
$ 990.00

ChemScene
cis-Urocanic acid 99.92%
10mg
$ 955.00

ChemScene
cis-Urocanic acid 99.92%
5mg
$ 560.00

Apolloscientific
Cis-Urocanic Acid-[13C3]
1mg
$ 912.00

American Custom Chemicals Corporation
CIS-UROCANIC ACID-[13C3] 95.00%
5MG
$ 3120.59

American Custom Chemicals Corporation
CIS-UROCANIC ACID-[13C3] 95.00%
1MG
$ 1268.77

Total 11 raw suppliers

Chemical Property of cis-Urocanic acid

Chemical Property:

PSA：65.98000
LogP:0.50750
Storage Temp.:−20°C
Sensitive.:Light Sensitive
Solubility.:H2O: >10mg/mL
Water Solubility.:Soluble in water
XLogP3:0
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:138.042927438
Heavy Atom Count:10
Complexity:156

Purity/Quality:

97% ^*data from raw suppliers

cis-Urocanic acid ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:
Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:C1=C(NC=N1)C=CC(=O)O
Isomeric SMILES:C1=C(NC=N1)/C=C\C(=O)O
Recent ClinicalTrials:Cis-urocanic Acid (Cis-UCA) in Patients With Primary or Recurrent Non-muscle Invasive Bladder Cancer
Recent EU Clinical Trials:Double-blind, placebo-controlled, multi-centre Phase II study to investigate dose response, safety, tolerability and efficacy of topical twice daily doses of 2.5% and 5% cis-urocanic acid in comparison to active comparator 0.1% Protopic? for up to 28 days in patients with moderate or severe atopic dermatitis
Uses cis-Urocanic acid is an agonist of the 5-HT2A receptor.

Technology Process of cis-Urocanic acid

There total 8 articles about cis-Urocanic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

: 88181-49-1
Methyl-cis-urocanate

: 7699-35-6
(Z)-urocanic acid

Guidance literature:: With sodium hydroxide; for 3h;
DOI:10.1080/00304940009355956

Reference yield: 78.0%

: 70346-51-9
methyl (E)-3-(1H-imidazol-5-yl)prop-2-enoate

: 7699-35-6
[3H]-cis-Urocanic acid

Guidance literature:: methyl (E)-3-(1H-imidazol-5-yl)prop-2-enoate; at 850 ℃; for 0.333333h; under 0.01 - 0.06 Torr; Flash photolysis;

In tetrahydrofuran; water; for 0.75h; Further stages.; Heating;
DOI:10.1055/s-2008-1067044