4-Guanidinobenzoic acid hydrochloride

• CAS: 42823-46-1
• Catalog Number: ACM42823461
• Category: Main Products
• Molecular Weight: 215.64
• Molecular Formula: C₈H₁₀ClN₃O₂
• Synonyms: 4-GUANIDOBENZOIC ACID HYDROCHLORIDE;4-GUANIDINOBENZOIC ACID HCL;4-GUANIDINOBENZOIC ACID HYDROCHLORIDE;TIMTEC-BB SBB003396;N-(4-CARBOXYPHENYL)GUANIDINE HYDROCHLORIDE;4-GUANIDINOBENZOIC ACID HCL CRYST;4-GUANIDINOBENZOIC ACID HYDROCHLORIDE, 9 9%;4-GUANIDINOBENZOIC ACID HYDROCHLORIDE 95+%
• IUPAC Name: 4-(diaminomethylideneamino)benzoicacid;hydrochloride
• SMILES: C1=CC(=CC=C1C(=O)O)N=C(N)N.Cl
• InChI Key: YETFLAUJROGBMC-UHFFFAOYSA-N
• Boiling Point: 438.4ºC at 760 mmHg
• Melting Point: 285°C (dec.)(lit.)
• Flash Point: 218.9ºC
• Appearance: white, light yellow crystalline
• EC Number: 255-956-3
• Exact Mass: 215.04600
• Safety Description: 24/25
• Stability: Stable under normal temperatures and pressures.
• WGK Germany: 3

Case Study

4-Guanidinobenzoic Acid Used for the Synthesis of Guanidyl-Implanted Uio-66 as a Highly Efficient Catalyst

Gao, Aijia, et al. Dalton Transactions 51.6 (2022): 2567-2576.

Successful development of heterogeneous catalysts for epoxide cycloaddition reactions with carbon dioxide remains essential to recycle CO2 and reach carbon neutrality. The study engineered and synthesized Zr-based MOFs by combining different molar ratios of 4-guanidinobenzoic acid (Gua) with 1,4-benzenedicarboxylic acid (BDC) to introduce functional guanidyl groups into their structure. The researchers developed a small Zr-MOF measuring approximately 350 nm by adding Gua in a 20% molar ratio which resulted in UiO-66-Gua0.2(s).
The UiO-66-Gua0.2(s) Zr-MOF displayed superior catalytic performance for epoxide cycloaddition to CO2 when assisted by Bu4NBr cocatalyst and achieved a 97% yield of chloropropene carbonate under conditions of 90 °C and 1 atm CO2 pressure compared to larger Zr-MOFs with diverse guanidyl compositions.
The top performance of UiO-66-Gua0.2(s) stems from the combined effects of guanidyl groups functioning as hydrogen-bond donors and Zr centers operating as Lewis acid sites. The heterogeneous catalyst demonstrated outstanding performance in transforming various epoxides while successfully being reused for five subsequent cycles without major losses in activity.

4-Guanidinobenzoic Acid Modified PEI Loaded with Siil-11 Nanoparticles for siRNA Delivery System

Dong, Shengting, et al. ACS nano, 2025, 19(2), 2742-2758.

In idiopathic pulmonary fibrosis (IPF), interleukin 11 (IL-11) plays a crucial role by promoting the conversion of fibroblasts into myofibroblasts, thereby accelerating the disease's progression. In response, this work developed a novel inhalable small interfering RNA (siRNA) delivery system called PEI-GBZA, which effectively loads siIL-11 to target IL-11.
Design and Preparation
Researchers developed PEI-GBZA by chemically modifying low-molecular-weight polyethylenimine (PEI) with 4-guanidinobenzoic acid (GBZA). Modifications to PEI-GBZA facilitate siIL-11 encapsulation using hydrophobic forces, hydrogen bonds and electrostatic interactions to produce stable nanoparticles (PEI-GBZA/siIL-11 NPs).
Action Mechanism and Effect
The system functions to block fibroblast conversion into myofibroblasts and epithelial-mesenchymal transition (EMT) while reducing neutrophil and macrophage recruitment to decrease existing fibrotic lesions in an IPF model. When inhaled they remain trapped in fibrotic lesions which results in remarkable disease progression improvements within a bleomycin-induced pulmonary fibrosis model.
This inhalation therapy presents minimal systemic toxicity. This noninvasive RNA delivery platform demonstrates significant potential for respiratory disease management while providing promising treatment prospects for IPF and possibly other pulmonary disorders.

Custom Q&A

What is the molecular formula of 4-Guanidinobenzoic acid hydrochloride?

The molecular formula is C8H10ClN3O2.

What are the synonyms of 4-Guanidinobenzoic acid hydrochloride?

The synonyms are N-(4-Carboxyphenyl)guanidine hydrochloride, 4-Guanidinobenzoic acid HCl, 4-guanidinobenzoic acid hydrochloride salt.

What is the molecular weight of 4-Guanidinobenzoic acid hydrochloride?

The molecular weight is 215.64 g/mol.

What is the parent compound of 4-Guanidinobenzoic acid hydrochloride?

The parent compound is 4-Guanidinobenzoic acid.

What is the structure of 4-Guanidinobenzoic acid hydrochloride?

The structure can be viewed at [link]

What is the IUPAC name of 4-Guanidinobenzoic acid hydrochloride?

The IUPAC name is 4-(diaminomethylideneamino)benzoic acid;hydrochloride.

What is the InChI of 4-Guanidinobenzoic acid hydrochloride?

The InChI is InChI=1S/C8H9N3O2.ClH/c9-8(10)11-6-3-1-5(2-4-6)7(12)13;/h1-4H,(H,12,13)(H4,9,10,11);1H.

What is the InChIKey of 4-Guanidinobenzoic acid hydrochloride?

The InChIKey is YETFLAUJROGBMC-UHFFFAOYSA-N.

What is the CAS number of 4-Guanidinobenzoic acid hydrochloride?

The CAS number is 42823-46-1.

What is the hydrogen bond donor count of 4-Guanidinobenzoic acid hydrochloride?

The hydrogen bond donor count is 4.

Synthetic Use

Upstream Synthesis Route 1

• 420-04-2
• 150-13-0

• 42823-46-1

Reference: [1] Patent: US2010/29638, 2010, A1, . Location in patent: Page/Page column 62

Upstream Synthesis Route 2

• 156-62-7
• 150-13-0

• 42823-46-1

Reference: [1] Patent: CN106543041, 2017, A, . Location in patent: Paragraph 0023-0037

Upstream Synthesis Route 3

• 1627898-15-0

• 42823-46-1

Reference: [1] European Journal of Organic Chemistry, 2014, vol. 2014, # 17, p. 3565 - 3569

Downstream Synthesis Route 1

• 120-47-8
• 42823-46-1

• 89022-08-2

Reference: [1]Journal of Medicinal Chemistry,1986,vol. 29,p. 514 - 519

Downstream Synthesis Route 2

• 148-24-3
• 42823-46-1

• 89022-10-6

Reference: [1]Journal of Medicinal Chemistry,1986,vol. 29,p. 514 - 519

Downstream Synthesis Route 3

• 150-19-6
• 42823-46-1

• 79126-26-4

Reference: [1]Journal of Medicinal Chemistry,1986,vol. 29,p. 514 - 519

* For details of the synthesis route, please refer to the original source to ensure accuracy.